Malic Acid → 1-benzyl-3-hydroxy-pyrrolidine-2,5-dione

HRID 981376Notes

Reaction equation

HRID 981376 reaction equation
[C:1]([OH:9])(=O)[CH:2]([CH2:4][C:5](O)=[O:6])[OH:3].[CH2:10]([NH2:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(O)C>[CH2:10]([N:17]1[C:1](=[O:9])[CH:2]([OH:3])[CH2:4][C:5]1=[O:6])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 525Malic AcidHCID 7504Benzylamine

Product 1

HCID 41899001-benzyl-3-hydroxy-pyrrolidine-2,5-dione

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Heating malic acid with benzylamine in ethanol at 170° C. to give N-benzyl-3-hydroxysuccinimide and reducing with lithium aluminum hydride to give N-benzyl-3-pyrrolidinol.

Sources & evidence

ORD record
ord-40ee71678b4f4d0582cf0e37257b49a2
Source dataset
uspto-grants-1991_02
Patent number
US04990683

Reaction notes

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