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Production of 3-(1',3'-dioxane)-propionaldehyde compounds

Assignee: Celanese Corp
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Filing: 1976-09-07
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Granted: 1977-10-04
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Expires: 1996-09-07
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Abstract

Abstract This invention provides a process for producing 2-vinyl-1,3-dioxane compounds rapidly and efficiently by contact of a mixture of acrolein and a 1,3-propanediol compound with solid cation exchange resin in acid form. There is further provided a process for conversion of acrolein into 3-(1',3'-dioxane)propionaldehyde derivatives.

Inventors

  • 👤 Oscar Richard Hughes

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 20:02
CPC Classifications
C; C07; C07D; C07D319/00; C07D319/04; C07D319/06

Claims Analysis

Total Claims: 3
Claim 1
Independent Claim 106 words
A process for producing 3-(1',3'-dioxane)-propionaldehyde compounds which comprises (1) forming a liquid feed mixture of acrolein and a diol compound of the formula: ##STR3## wherein R is hydrogen or methyl; (2) passing the acrolein-diol feed mixture through a fixed bed of perfluoro sulfonic acid cation exchange resin in acid form, at a liquid hourly space velocity between about 0.1 and 50 and a reaction temperature in the range between about 10° C and 60° C, to yield an effluent mixture containing 2-vinyl-1,3-dioxane product; and (3) subjecting the effluent mixture to hydroformylation conditions to produce 3-(1'3'-dioxane)propionaldehyde corresponding to the formula: ##STR4## wherein R is hydrogen or methyl.
Claim 2
Dependent Claim 106 words
A process for producing 3-(1',3'-dioxane)-propionaldehyde compounds which comprises (1) forming a liquid feed mixture of acrolein and a diol compound of the formula: ##STR3## wherein R is hydrogen or methyl; (2) passing the acrolein-diol feed mixture through a fixed bed of perfluoro sulfonic acid cation exchange resin in acid form, at a liquid hourly space velocity between about 0.1 and 50 and a reaction temperature in the range between about 10° C and 60° C, to yield an effluent mixture containing 2-vinyl-1,3-dioxane product; and (3) subjecting the effluent mixture to hydroformylation conditions to produce 3-(1'3'-dioxane)propionaldehyde corresponding to the formula: ##STR4## wherein R is hydrogen or methyl.
Claim 3
Dependent Claim 21 words
A process in accordance with claim 1 wherein the effluent mixture is freed of acrolein before being subjected to hydroformylation conditions.

References Cited (Backward Citations)

DE2334378A1 Cited
US3929915A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-10-03 1981-04-04 1981-10-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-10-03 1985-04-04 1985-10-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-10-03 1989-04-04 1989-10-04 $7700.00 Window Closed / Lapsed

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