Pyrrolidine → HCID 57221882, compound

HRID 1491660Notes

Reaction equation

HRID 1491660 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:16])[CH2:12][C:13](=O)[CH3:14])=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1>C1C=CC=CC=1>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:16])[CH:12]=[C:13]([N:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)[CH3:14])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 785474'-Nitroacetoacetanilide

Product 1

HCID 57221882HCID 57221882, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 11.10 g (50 mmol) of N-(4-nitrophenyl)-3-oxobutanamide and 4.26 g (60 mmol) of pyrrolidine in 125 ml of benzene was refluxed for one hour using a Dean-Stark trap to separate water. The reaction was cooled to give 12.89 g (94% yield) of N-(4-nitrophenyl)-3-pyrrolidyl-2-butenamide as a yellow solid.

Workup

  1. temperaturewas refluxed for one hour
  2. customto separate water
  3. temperatureThe reaction was cooled

Sources & evidence

ORD record
ord-48d3af5b76834f69a58264d713f7f261
Source dataset
uspto-grants-1994_12
Patent number
US05371099

Reaction notes

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