Ethanol → HCID 54345800, compound

HRID 1076231Notes

Reaction equation

HRID 1076231 reaction equation
[NH2:1][CH2:2][CH:3]([C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=1)[CH:4]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:5](OCC)=[O:6].C(O)C>C1(C)C=CC=CC=1>[Cl:22][C:19]1[CH:20]=[CH:21][C:16]([CH:3]2[CH2:2][NH:1][C:5](=[O:6])[CH:4]2[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 53755237HCID 53755237, compound

Product 1

HCID 54345800HCID 54345800, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

30 g. of ethyl 4-amino-3-p-chlorophenyl-2-phenyl-butyrate are heated for 15 minutes at 150°C. Liberation of ethanol is observed. The reaction medium is taken up in 120 ml. of toluene and the resulting solution is filered. After cooling the solution, the crystals formed are separated and recrystallized several times from toluene. 12 g. of 4-p-chlorophenyl-3-phenyl-2-pyrrolidinone are obtained; m.p. 148°-151°C. Nuclear magnetic resonance analysis shows that it is the cis-isomer.

Workup

  1. temperatureAfter cooling the solution
  2. customthe crystals formed
  3. customare separated
  4. customrecrystallized several times from toluene

Sources & evidence

ORD record
ord-073811f1b1b04b0b8c2bb77d1e7c3aa0
Source dataset
uspto-grants-1976_05
Patent number
US03956314

Reaction notes

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