Patent US3910964A successfully refreshed from Google Patents.
US3910964A
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Process for production of isochromans
Assignee: International Flavors and Fragrances Inc
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Filing: 1974-05-01
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Granted: 1975-10-07
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Expires: 1994-05-01
Abstract
Abstract Process for producing isochromans having the structure: WHEREIN R1 and R2 are each (i) separately selected from the group consisting of hydrogen, lower alkoxyl, lower alkyl, and, (ii) taken together, selected from the group consisting of benzo, cyclopentano, cyclohexano, naphtho, monoalkyl cyclopentano, polyalkyl cyclopentano, monoalkyl cyclohexano and polyalkyl cyclohexano, and R3 and R4 are the same or different and are selected from the group consisting of hydrogen and lower alkyl comprising the steps of intimately admixing: A. An alkanol having the structure: B. An acetal having the structure: (wherein R5 and R6 are the same or different alkyl); and C. A protonic acid selected from the group consisting of ptoluene sulfonic acid and phosphoric acid. AND HEATING THE RESULTING MIXTURE FOR A PERIOD OF TIME WHEREBY A SUBSTANTIAL AMOUNT OF THE ISOCHROMAN HAVING THE ABOVE STRUCTURE IS FORMED.
Inventors
- 👤 James Milton Sanders
- 👤 Loren Hall Michael
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 06:07
CPC Classifications
C; C07; C07D; C07D311/00; C07D311/02; C07D311/76; C07D311/78; C07D311/92; C07D311/94
Claims Analysis
Total Claims: 33
Claim 1
Independent Claim
9 words
THE METHYLENATING-CYCLIZING AGENT BEING AN ACETAL HAVING THE STRUCTURE:
Claim 2
Dependent Claim
9 words
THE METHYLENATING-CYCLIZING AGENT BEING AN ACETAL HAVING THE STRUCTURE:
Claim 3
Dependent Claim
9 words
IN THE PROCESS FOR PRODUCING ISOCHROMAS HAVING THE STRUCTURE:
Claim 4
Dependent Claim
9 words
IN THE PROCESS FOR PRODUCING ISOCHROMAS HAVING THE STRUCTURE:
Claim 5
Dependent Claim
18 words
THE CATALYST BEING A PROTONIC ACID SELECTED FROM THE GROUP CONSISTING OF P-TOLUENE SULFONIC ACID AND PHOSPHORIC ACID,
Claim 6
Dependent Claim
18 words
THE CATALYST BEING A PROTONIC ACID SELECTED FROM THE GROUP CONSISTING OF P-TOLUENE SULFONIC ACID AND PHOSPHORIC ACID,
Claim 7
Dependent Claim
18 words
The catalyst being a protonic acid selected from the group consisting of p-toluene sulfonic acid and phosphoric acid;
Claim 8
Dependent Claim
18 words
The catalyst being a protonic acid selected from the group consisting of p-toluene sulfonic acid and phosphoric acid;
Claim 9
Dependent Claim
12 words
The process of claim 1 wherein the aryl alkanol has the structure:
Claim 10
Dependent Claim
10 words
The process of claim 1 wherein the acetal is methylal.
Claim 11
Dependent Claim
25 words
The reaction mass not containing at any time during or subsequent to the reaction any hydrogen chloride or corrosive halide salts or chloromethyl methyl ethers;
Claim 12
Dependent Claim
25 words
The reaction mass not containing at any time during or subsequent to the reaction any hydrogen chloride or corrosive halide salts or chloromethyl methyl ethers;
Claim 13
Dependent Claim
25 words
THE REACTION MASS NOT CONTAINING AT ANY TIME DURING OR SUBSEQUENTLY TO THE REACTION ANY HYDROGEN CHLORIDE OR CORROSIVE HALIDE SALTS OR CHLOROMEHTYL METHYL ETHERS,
Claim 14
Dependent Claim
25 words
THE REACTION MASS NOT CONTAINING AT ANY TIME DURING OR SUBSEQUENTLY TO THE REACTION ANY HYDROGEN CHLORIDE OR CORROSIVE HALIDE SALTS OR CHLOROMEHTYL METHYL ETHERS,
Claim 15
Dependent Claim
13 words
The reaction temperature being in the range of from 0* up to 200*C;
Claim 16
Dependent Claim
13 words
The reaction temperature being in the range of from 0* up to 200*C;
Claim 17
Dependent Claim
10 words
The process of claim 2 wherein the acetal is methylal.
Claim 18
Dependent Claim
13 words
THE REACTION TEMPERATURES BEING IN THE RANGE OF FROM 0* UP TO 200*C,
Claim 19
Dependent Claim
13 words
THE REACTION TEMPERATURES BEING IN THE RANGE OF FROM 0* UP TO 200*C,
Claim 20
Dependent Claim
22 words
THE ACID CONCENTRATIONS BEING FROM 1 TO 100% BY WEIGHT BASED ON THE WEIGHT OF THE REMAINDER OF THE REACTION MASS, AND
Claim 21
Dependent Claim
22 words
THE ACID CONCENTRATIONS BEING FROM 1 TO 100% BY WEIGHT BASED ON THE WEIGHT OF THE REMAINDER OF THE REACTION MASS, AND
Claim 22
Dependent Claim
14 words
The process of claim 1 wherein the acetal is the dihexyl acetal of formaldehyde.
Claim 23
Dependent Claim
23 words
The acid concentration being from 1 up to 100% by weight based on the weight of the remainder of the reaction mass; and
Claim 24
Dependent Claim
23 words
The acid concentration being from 1 up to 100% by weight based on the weight of the remainder of the reaction mass; and
Claim 25
Dependent Claim
11 words
The ratio of acetal to aryl alkanol being at least 0.1:1.
Claim 26
Dependent Claim
11 words
The ratio of acetal to aryl alkanol being at least 0.1:1.
Claim 27
Dependent Claim
14 words
The process of claim 2 wherein the acetal is the dihexyl acetal of formaldehyde.
Claim 28
Dependent Claim
11 words
THE RATIO OF ACETAL TO ARYL ALKANOL BENG AT LEAST 0.1:1.
Claim 29
Dependent Claim
11 words
THE RATIO OF ACETAL TO ARYL ALKANOL BENG AT LEAST 0.1:1.
Claim 30
Dependent Claim
19 words
The process of claim 1 wherein the acetal is formed in situ by admixing an aldehyde of the structure:
Claim 31
Dependent Claim
9 words
The process of claim 7 wherein R3 is hydrogen.
Claim 32
Dependent Claim
12 words
The process of claim 7 wherein R5 and R6 are each n-hexyl.
Claim 33
Dependent Claim
12 words
The process of claim 7 wherein R5 and R6 are each methyl.
References Cited (Backward Citations)
US3360530A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-10-06 | 1979-04-07 | 1979-10-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-10-06 | 1983-04-07 | 1983-10-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-10-06 | 1987-04-07 | 1987-10-07 | $7700.00 | Window Closed / Lapsed |