Butenylsuccinic acid → n-Butylsuccinic acid

HRID 66430Notes

Reaction equation

HRID 66430 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-butylsuccinic 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-663c0001c1854811bf4862aeb718eb3b
Source dataset
uspto-grants-1978_12
Patent number
US04131736

Reaction notes

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