Butenylsuccinic acid → n-Butylsuccinic acid

HRID 613966Notes

Reaction equation

HRID 613966 reaction equation
[CH:1]([CH:5]([CH2:9][C:10]([OH:12])=[O:11])[C:6]([OH:8])=[O:7])=[CH:2][CH2:3][CH3:4]>CO.[Pt]>[CH2:1]([CH:5]([CH2:9][C:10]([OH:12])=[O:11])[C:6]([OH:8])=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 53797676Butenylsuccinic acid

Product 1

HCID 3031819n-Butylsuccinic acid

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

40 g. of the butenylsuccinic acid is hydrogenated in methanol over a platinum catalyst to yield n-butylsuccinic acid, m.p. 82°-83° C. Ring closure to n-butyl-succinic anhydride is achieved by mixing it with 100 g. of acetic anhydride and distilling acetic acid as it is formed. The resulting crude product is directly sulfonated by the procedure of 7)b) using corresponding molar amounts of the n-butyl-succinic anhydride and SO3.

Sources & evidence

ORD record
ord-54dd3fad32cd46f5927e0ce16616efb1
Source dataset
uspto-grants-1979_03
Patent number
US04143020

Reaction notes

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