Water → HCID 13281048, compound

HRID 648646Notes

Reaction equation

HRID 648646 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13](Cl)=[O:14])=[CH:8][CH:7]=1)=[O:5])[CH3:2].[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([CH:23]([NH2:36])[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[N:30]2[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]2)=[CH:19][CH:18]=1.C(N(CC)CC)C.O>C(Cl)(Cl)Cl>[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([CH:23]([NH:36][C:13]([CH2:12][C:9]2[CH:10]=[CH:11][C:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])=[CH:7][CH:8]=2)=[O:14])[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[N:30]2[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]2)=[CH:19][CH:18]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 20145139HCID 20145139, compoundHCID 20145356HCID 20145356, compound

Product 1

HCID 13281048HCID 13281048, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A solution of 5 gm (22.1 m mol) of 4-ethoxycarbonylphenylacetyl chloride in 20 ml of chloroform was added dropwise, under cooling with ice, to a solution of 6.02 gm (20 m mol) of α-(4-chloro-phenyl)-2-piperidino-benzylamine and 3.5 ml (25 m mol) of triethylamine in 50 ml of chloroform. The mixture was stirred for two hours at ambient temperature, added to water, and extracted with chloroform. The extracts were dried and concentrated by evaporation. The evaporation residue was chromatographed on silica gel by use of toluene/ethyl acetate (5:1) as eluant.

Workup

  1. extractionextracted with chloroform
  2. customThe extracts were dried
  3. concentrationconcentrated by evaporation
  4. customThe evaporation residue was chromatographed on silica gel by use of toluene/ethyl acetate (5:1) as eluant

Sources & evidence

ORD record
ord-e8de2a4f0d8a4252962ce32e75f72d5e
Source dataset
uspto-grants-1988_04
Patent number
US04735959

Reaction notes

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