(S)-1-benzyloxycarbonyl-N-phenyl-2-pyrrolidinecarboxamide → L-Prolinanilide

HRID 980392Notes

Reaction equation

HRID 980392 reaction equation
C(OC([N:11]1[CH2:15][CH2:14][CH2:13][C@H:12]1[C:16]([NH:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:17])=O)C1C=CC=CC=1>CO.[C].[Pd]>[C:19]1([NH:18][C:16]([C@@H:12]2[CH2:13][CH2:14][CH2:15][NH:11]2)=[O:17])[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

4

Reactant 1

HCID 12859188(S)-1-benzyloxycarbonyl-N-phenyl-2-pyrrolidinecarboxamide

Product 1

HCID 6552381L-ProlinanilideYield 97.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

In 150 ml of methanol was dissolved 4.87 g of compound (93) and the compound was hydrogenated using 487 mg of 10% palladium-carbon as a catalyst. The catalyst was filtered off and the filtrate was concentrated to provide 2.79 g of (S)-N-phenyl-2-pyrrolidinecarboxamide (94).

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-9cc502e5cd0e4e71828323e05c640310
Source dataset
uspto-grants-1987_01
Patent number
US04636567

Reaction notes

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