US4044059A
Expired / Lapsed
US
⏱️ 0.0 years remaining
One-step method for hydrolyzing and hydrogenating acetal-aldehydes
Assignee: EIDP Inc
•
Filing: 1976-05-04
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Granted: 1977-08-23
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Expires: 1996-05-04
Abstract
Abstract A method is provided for simultaneously hydrolyzing and hydrogenating compounds containing one six-membered acetal ring and one aldehyde functional group with a water insoluble strongly acid ion exchange resin and a nickel hydrogenation catalyst.
Inventors
- 👤 Harry Bugbird Copelin
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 10:24
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/02; C07D307/04; C07D307/06; C07D307/08; C07C; C07C29/00; C07C29/132; C07C29/136; C07C29/14; C07C29/141
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
143 words
A one-step process for the hydrolysis and hydrogenation of a cyclic acetal-aldehyde of the general formula ##STR5## wherein X is ##STR6## which M is alkyl of 1 to 20 carbon atoms and R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are the same or different hydrogen or alkyl of 1 to 20 carbon atoms which comprises contacting the cyclic acetal-aldehyde with the combination of hydrogen, water at a molar ratio of water to acetal-aldehyde of 1:1 to 100:1, separate solid particles of a strongly acid water insoluble ion-exchange resin and a catalytic amount of a nickel hydrogenation catalyst, said ion-exchange resin to nickel catalyst weight ratio being 0.1:1 to 100:1 at a temperature of from 65° to 150° C and a hydrogen pressure of from 500 to 10,000 psig to form the corresponding polyol.
Claim 2
Dependent Claim
143 words
A one-step process for the hydrolysis and hydrogenation of a cyclic acetal-aldehyde of the general formula ##STR5## wherein X is ##STR6## which M is alkyl of 1 to 20 carbon atoms and R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are the same or different hydrogen or alkyl of 1 to 20 carbon atoms which comprises contacting the cyclic acetal-aldehyde with the combination of hydrogen, water at a molar ratio of water to acetal-aldehyde of 1:1 to 100:1, separate solid particles of a strongly acid water insoluble ion-exchange resin and a catalytic amount of a nickel hydrogenation catalyst, said ion-exchange resin to nickel catalyst weight ratio being 0.1:1 to 100:1 at a temperature of from 65° to 150° C and a hydrogen pressure of from 500 to 10,000 psig to form the corresponding polyol.
Claim 3
Dependent Claim
12 words
The process of claim 1 wherein the hydrogenation catalyst is Raney nickel.
Claim 4
Dependent Claim
15 words
The process of claim 1 wherein the insoluble resin is a sulfonated styrene-divinyl benzene copolymer.
Claim 5
Dependent Claim
15 words
The process of claim 1 wherein M is an alkyl group containing 3 carbon atoms.
Claim 6
Dependent Claim
27 words
The process of claim 1 wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are hydrogen or methyl.
Claim 7
Dependent Claim
27 words
The process of claim 4 wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are hydrogen or methyl.
Claim 8
Dependent Claim
12 words
The process of claim 1 wherein the cyclic acetal-aldehyde is 2(2'-propanal)-5-methyl dioxane.
Claim 9
Dependent Claim
12 words
The process of claim 1 wherein the cyclic acetal-aldehyde is 2(3'-propanal)-5-methyl dioxane.
References Cited (Backward Citations)
US2888492A
Cited
GB824551A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-08-22 | 1981-02-21 | 1981-08-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-08-22 | 1985-02-21 | 1985-08-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-08-22 | 1989-02-21 | 1989-08-23 | $7700.00 | Window Closed / Lapsed |