Benzhydrylamine → HCID 20292150, compound

HRID 1389201Notes

Reaction equation

HRID 1389201 reaction equation
Br[CH2:2][CH2:3][CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[CH:10]([NH2:23])([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C1CCCCC1>C(OCC)C>[CH:10]([NH:23][CH2:2][CH2:3][CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])([C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 7036BenzhydrylamineHCID 8078CyclohexaneHCID 76300Ethyl 4-bromobutyrate

Product 1

HCID 20292150HCID 20292150, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

19.5 g of ethyl 4-bromobutyrate, 55 g of benzhydrylamine and 30 ml of cyclohexane are stirred at room temperature for 12 days. The resultant crystal paste is diluted with diethyl ether, filtered at the pump and the filtrate concentrated by evaporation. The residue (after evaporation) is distilled in vacuo. The first run which distils over at 100° to 110° (0.02 mm Hg) is excess benzhydrylamine. The main distillate obtained is 21.1 g (71% of theory) of ethyl 4-benzylhydrylaminobutyrate [B.P. 150° to 155° (0.02 mm Hg)].

Workup

  1. filtrationfiltered at the pump
  2. concentrationthe filtrate concentrated by evaporation
  3. customThe residue (after evaporation)
  4. distillationis distilled in vacuo
  5. customThe first run which distils over at 100° to 110° (0.02 mm Hg)
  6. customThe main distillate obtained

Sources & evidence

ORD record
ord-fd2d0c1c99974b33ad63cfd0a2f154c4
Source dataset
uspto-grants-1981_01
Patent number
US04243678

Reaction notes

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