Acrolein → 1,4-Butanediol

HRID 2082973

Reaction equation

HRID 2082973 reaction equation
C(C=C)=O.[H][H].C(O)C=C.[C]=O.[OH:13][CH2:14][CH2:15][CH2:16][CH:17]=[O:18]>[Cd].[Ag].[Ag].[Cd]>[OH:18][CH2:17][CH2:16][CH2:15][CH:14]=[O:13].[CH2:17]([OH:18])[CH2:16][CH2:15][CH2:14][OH:13]

Participants

10

Reactant 5

HCID 7847AcroleinHCID 7858Allyl Alcohol2×HCID 930934-HydroxybutanalHCID 178418361HCID 178418361, compound2×HCID 178418416HCID 178418416, compound

Product 2

HCID 80641,4-ButanediolHCID 930934-Hydroxybutanal

Reagents, catalysts & solvents 3

HCID 23954SilverCatalystHCID 23973CadmiumCatalystHCID 13848245Cadmium--silver (1/1)Catalyst

Procedure

One or more objects of the present invention are accomplished by the provision of a process for producing 1,4-butanediol which comprises (1) reacting acrolein with hydrogen in the vapor phase in the presence of a catalyst comprising a silver-cadmium alloy, wherein the atomic ratio of silver to cadmium in the alloy is in the range between about 0.1 and 3 to 1, to yield a hydrogenation product mixture containing allyl alcohol; (2) contacting the allyl alcohol product mixture with hydrogen and carbon monoxide under hydroformylation conditions to yield a product mixture containing 4-hydroxybutanal; (3) separating the 4-hydroxybutanal from the product mixture; and (4) hydrogenating the 4-hydroxybutanal to produce 1,4-butanediol.

Workup

  1. customto yield a hydrogenation product mixture
  2. customto yield a product mixture
  3. custom(3) separating the 4-hydroxybutanal from the product mixture

Sources & evidence

ORD record
ord-2fdb5d99d14d49a39837c4e81586a6fb
Source dataset
uspto-grants-1978_04
Patent number
US04083882

Linked notes

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