US3852262A
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Method of reducing organic compounds by means of sodium- aluminum hydrides
Assignee: Czech Academy of Sciences
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Filing: 1970-01-08
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Granted: 1974-12-03
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Expires: 1990-01-08
Abstract
Abstract IN WHICH R1 is an alkyl radical containing up to 4 carbon atoms or an aryl radical containing at least 6 and at most 8 carbon atoms and w and z are integers from 2 to 4, 4. POLYETHER ALCOHOLS HAVING THE FORMULA HO(CH2)2O(CH2)wOR1 in which formula w, z and R1 has the same significance as hereinbefore, and 5. AMINO ALCOHOLS HAVING THE FORMULA R''''R''''''N(CH2)zOH in which R'''' and R'''''' are each a radical having the same significance as the R1 radical hereinbefore, or an alkoxyalkyl radical having the formula R1O(CH2)z, in which formulae R1 and z have the same significance as hereinbefore. Various organic compounds are reduced by reaction of the said compounds in solution in an organic solvent at an elevated temperature with a reducing agent that is soluble in the said organic solvent which reducing agent is a substituted sodium aluminum hydride having the formula NaAlHxQ4-x in which x is an integer from 1 to 3 and Q is an organic radical derived by the removal of an active hydrogen atom from an alcohol of the group consisting of 1. TETRAHYDROFURFURYL ALCOHOLS, 2. TETRAHYDROPYRANYL ALCOHOLS, 3. ETHER ALCOHOLS HAVING THE FORMULAE
Inventors
- 👤 J Vit
- 👤 B Casewsky
- 👤 M Mamula
- 👤 J Marchacek
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 03:13
CPC Classifications
C; C07; C07F; C07F5/00; C07F5/06; C07F5/069; B; B01; B01J; B01J31/00; B01J31/02; B01J31/12; B01J31/14; B01J31/143; C01; C01B; C01B6/00; C01B6/24; C01B6/246; C07C; C07C29/00; C07C29/132; C07C29/136; C07C29/143; C07C29/147; C07C29/68; C07C29/70; C07C43/00; C07C43/02; C07C43/03; C07C43/14; C07C43/178; C07C43/1782; C07D; C07D307/00; C07D307/02; C07D307/04; C07D307/10; C07D307/12; C07D309/00; C07D309/02; C07D309/04; C07D309/06; B01J2231/00; B01J2231/60; B01J2231/64; B01J2231/641; B01J2231/643
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
120 words
IN THE METHOD OF REDUCING KETONES, ESTERS, CARBOXYLIC ACID HALIDES, AND DIALKYLAMIDES TO ALCOHOLS AND AROMATIC NITRO COMPOUNDS TO AZO COMPOUNDS BY REACTION OF THE SAID COMPOUNTS IN AN ORGANIC SOLVENT WITH A REDUCING AGENT AT AN ELEVATED TEMPERATURE, THE IMPROVEMENT WHICH COMPRISES EFFECTING THE SAID REDUCTION IN SOLUTION IN AN ORGANIC SOLVENT WITH A REDUCING AGENT THAT IS SOLUBLE IN THE SAID ORGANIC SOLVENT, THE SAID REDUCING AGENT BEING A SUBSTITUTED SODIUM ALUMINUM HYDRIDE HAVING THE FORMULA NAALHXQ4-X IN WHICH X IS AN INTEGER FROM 1 TO 3 AND Q IS AN ORGANIC RADICAL DERIVED BY THE REMOVAL OF AN ACTIVE HYDROGEN ATOM FROM A. A TETRAHYDROFURFURYL ALCOHOL, B. A TETRAHYDROPYRANYL ALCOHOL, C. AN ETHER ALCOHOL HAVING THE FORMULA
Claim 2
Dependent Claim
120 words
IN THE METHOD OF REDUCING KETONES, ESTERS, CARBOXYLIC ACID HALIDES, AND DIALKYLAMIDES TO ALCOHOLS AND AROMATIC NITRO COMPOUNDS TO AZO COMPOUNDS BY REACTION OF THE SAID COMPOUNTS IN AN ORGANIC SOLVENT WITH A REDUCING AGENT AT AN ELEVATED TEMPERATURE, THE IMPROVEMENT WHICH COMPRISES EFFECTING THE SAID REDUCTION IN SOLUTION IN AN ORGANIC SOLVENT WITH A REDUCING AGENT THAT IS SOLUBLE IN THE SAID ORGANIC SOLVENT, THE SAID REDUCING AGENT BEING A SUBSTITUTED SODIUM ALUMINUM HYDRIDE HAVING THE FORMULA NAALHXQ4-X IN WHICH X IS AN INTEGER FROM 1 TO 3 AND Q IS AN ORGANIC RADICAL DERIVED BY THE REMOVAL OF AN ACTIVE HYDROGEN ATOM FROM A. A TETRAHYDROFURFURYL ALCOHOL, B. A TETRAHYDROPYRANYL ALCOHOL, C. AN ETHER ALCOHOL HAVING THE FORMULA
Claim 3
Dependent Claim
48 words
A method as defined in claim 1 in which the reducing agent is substituted sodium aluminum hydride having the formula NaAlHxQ4 x in which x is 1 or 2 and Q is an organic radical derived by the removal of an active hydrogen atom from a tetrahydrofurfuryl alcohol.
Claim 4
Dependent Claim
49 words
A method as defined in claim 1 in which the reducing agent is a substituted sodium aluminum hydride having the formula NaAlHxQ4 x in which x is 1 or 2 and Q is an organic radical derived by the removal of an active hydrogen atom from a tetrahydropyranyl alcohol.
Claim 5
Dependent Claim
56 words
A method as defined in claim 1 in which the reducing agent is a substituted sodium aluminum hydride having the formula NaAlHxQ4 x in which x or 1 or 2 and Q is an organic radical derived by the removal of an active hydrogen atom from an ether alcohol having one of the formulae HO(CH2)zOR1 and
Claim 6
Dependent Claim
69 words
A method as defined in claim 1 in which the reducing agent is a substituted sodium aluminum hydride having the formula NaAlHxQ4 x in which x is 1 or 2 and Q is an organic radical derived by the removal of an active hydrogen atom from a polyether alcohol having the formula HO(CH2)2O(CH2)wOR1 in which formula R1 and w and z have the same significance as in claim 68.
Claim 7
Dependent Claim
95 words
A method as defined in claim 1 in which the reducing agent is a substituted sodium aluminum hydride having the formula NaAlHxQ4 x in which x is 1 or 2 and Q is an organic radical derived by the removal of an active hydrogen atom from an amino alcohol having the formula R''''R''''''N(CH2)zOH in which formula R'''' and R'''''' each have the same significance as the R1 radical in claim 68, or are each an alkoxyalkyl radical having the formula R1O(CH2)z in which formula R1 and z have the same significance as in claim 68.
Claim 8
Dependent Claim
42 words
A method as defined in claim 1 in which the sodium aluminum hydride has the formula NaAlH2 in which R is alkyl having 1 to 4 carbon atoms, m is 2 or 3 and w is an integer from 2 to 4.
Claim 9
Dependent Claim
35 words
A method of claim 1, wherein the sodium-aluminum hydride is employed in solution in a hydrocarbon, the boiling point of which at atmospheric pressure is lower than the decomposition temperature of said substituted sodium-aluminum hydride.
Claim 10
Dependent Claim
31 words
A method as defined in claim 1, wherein the sodium-aluminum hydride has the formula NaAlH2(O(CH2)mOR)2, wherein R is alkyl having 1 to 4 carbon atoms and m is 2 or 3.
Claim 11
Dependent Claim
13 words
A method as defined in claim 1, wherein the sodium-aluminum hydride is NaAlH2(O(CH2)2OCH3)2.
Claim 12
Dependent Claim
20 words
A method as defined in claim 10 wherein the sodium-aluminum hydride is used in solution in benzene, toluene or xylene.
Claim 13
Dependent Claim
12 words
A method as defined in claim 1, wherein the sodium-aluminum hydride is
Claim 14
Dependent Claim
29 words
A method as defined in claim 1, wherein the sodium-aluminum hydride is NaAlH2(O(CH2)mNR)2, wherein R is alkyl having 1 to 4 carbon atoms and m is 2 or 3.
Claim 15
Dependent Claim
13 words
A method as defined in claim 13, wherein the sodium-aluminum hydride is NaAlH2(O(CH2)2N(CH3)2)2.
Claim 16
Dependent Claim
15 words
A method as defined in claim 1, wherein the solvent is benzene, toluene or xylene.
Claim 17
Dependent Claim
12 words
A method as defined in claim 1, wherein the solvent is tetrahydrofuran.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1977-12-02 | 1978-06-03 | 1978-12-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1981-12-02 | 1982-06-03 | 1982-12-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1985-12-02 | 1986-06-03 | 1986-12-03 | $7700.00 | Window Closed / Lapsed |