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US3975449A Expired / Lapsed US ⏱️ 0.0 years remaining

Hydrogenation of epoxides to primary alcohols

Assignee: Chevron USA Inc
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Filing: 1974-08-05
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Granted: 1976-08-17
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Expires: 1994-08-05
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Abstract

Abstract A process for producing a primary diol and/or triol from an epoxide which comprises contacting the epoxide with hydrogen gas and a solid catalyst comprising nickel or cobalt at a temperature between 20° and 200°C. and at a pressure sufficient to maintain liquid phase, and wherein the epoxide has the following formula: ##EQU1## wherein R is an alkylene diradical of 1 to 5 carbon atoms and R' is a hydroxy alkyl having 1 to 5 carbon atoms or alkyl having 1 to 5 carbon atoms.

Inventors

  • 👤 Shigeto Suzuki

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 07:59
CPC Classifications
C; C07; C07C; C07C29/00; C07C29/132

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 138 words
A process for producing a primary alcohol as the main product from an epoxide which comprises contacting the epoxide with hydrogen gas and a solid catalyst comprising nickel or cobalt at a temperature between 20° and 200°C. and a pressure sufficient to maintain liquid phase and wherein the epoxide has the following formula: ##EQU2## wherein R is an alkylene diradical of 1 to 5 carbon atoms and R' is a hydroxy alkyl or alkyl having 1 to 5 carbon atoms. wherein the epoxide contacting is carried out in the presence of a solvent comprising a low molecular weight alcohol and water, and wherein the nickel or cobalt of the solid catalyst are in the elemental form or are the sulfide, oxide or hydride, thereby producing primary alcohol from the epoxide as the main product of the epoxide hydrogenation.
Claim 2
Dependent Claim 138 words
A process for producing a primary alcohol as the main product from an epoxide which comprises contacting the epoxide with hydrogen gas and a solid catalyst comprising nickel or cobalt at a temperature between 20° and 200°C. and a pressure sufficient to maintain liquid phase and wherein the epoxide has the following formula: ##EQU2## wherein R is an alkylene diradical of 1 to 5 carbon atoms and R' is a hydroxy alkyl or alkyl having 1 to 5 carbon atoms. wherein the epoxide contacting is carried out in the presence of a solvent comprising a low molecular weight alcohol and water, and wherein the nickel or cobalt of the solid catalyst are in the elemental form or are the sulfide, oxide or hydride, thereby producing primary alcohol from the epoxide as the main product of the epoxide hydrogenation.
Claim 3
Dependent Claim 15 words
A process in accordance with claim 1 wherein R' is methyl, ethyl, propyl or beta-hydroxyethyl.
Claim 4
Dependent Claim 23 words
A process in accordance with claim 1 wherein the catalyst is Raney nickel, nickel on a solid inorganic refractory support or Raney cobalt.
Claim 5
Dependent Claim 13 words
A process in accordance with claim 3 wherein the catalyst is Raney nickel.
Claim 6
Dependent Claim 15 words
A process in accordance with claim 1 wherein the temperature is between 80° and 200°C.
Claim 7
Dependent Claim 12 words
A process in accordance with claim 1 wherein the epoxide is 3,4-epoxy-3-methylbutanol.
Claim 8
Dependent Claim 16 words
A process in accordance with claim 1 wherein the alcohol is methanol, ethanol, i-butanol, or t-butanol.
Claim 9
Dependent Claim 19 words
A process in accordance with claim 5 wherein the feed is 3,4-epoxy-3-methylbutanol and the primary alcohol product is 2-methyl-1,4-butanediol.
Claim 10
Dependent Claim 19 words
A process in accordance with claim 5 wherein the feed is 2,3-epoxy-methylpropanol and the primary alcohol product is 2-methyl-1,3-propanediol.
Claim 11
Dependent Claim 19 words
A process in accordance with claim 5 wherein the feed is 3,4-epoxy-3-(2' -hydroxyethyl)-butanol and the primary alcohol is 3-methylol-1,5-pentanediol.

References Cited (Backward Citations)

US3028431A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-08-17 1980-02-16 1980-08-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-08-17 1984-02-16 1984-08-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-08-17 1988-02-16 1988-08-17 $7700.00 Window Closed / Lapsed

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