Benzoyl chloride, 3,4,5-trimethoxy- → 1-(3,4,5-Trimethoxybenzoyl)-3-phenyl-3-(2-hydroxyethyl)pyrrolidine

HRID 1682972Notes

Reaction equation

HRID 1682972 reaction equation
[C:1]1([C:7]2([CH2:12][CH2:13][OH:14])[CH2:11][CH2:10][NH:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:15][O:16][C:17]1[CH:18]=[C:19]([CH:23]=[C:24]([O:28][CH3:29])[C:25]=1[O:26][CH3:27])[C:20](Cl)=[O:21]>>[C:1]1([C:7]2([CH2:12][CH2:13][OH:14])[CH2:11][CH2:10][N:9]([C:20](=[O:21])[C:19]3[CH:18]=[C:17]([O:16][CH3:15])[C:25]([O:26][CH3:27])=[C:24]([O:28][CH3:29])[CH:23]=3)[CH2:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 78282Benzoyl chloride, 3,4,5-trimethoxy-HCID 184645642-(3-Phenylpyrrolidin-3-yl)ethanol

Product 1

HCID 184649591-(3,4,5-Trimethoxybenzoyl)-3-phenyl-3-(2-hydroxyethyl)pyrrolidine

Procedure

Prepared by the method of example 3.1 using 2-(3-phenyl-pyrrolidin-3-yl)-ethanol (10.47 mmol) and 3,4,5-trimethoxy-benzoyl chloride (10.49 mmol). Chromatographed on silica gel (200 g ) eluting with ethyl acetate and then 3% methanol in dichloromethane to give the title compound:

Workup

  1. customChromatographed on silica gel (200 g )
  2. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-ffe6691e5886415aadb4f6a448d5a01a
Source dataset
uspto-grants-1997_06
Patent number
US05635510

Reaction notes

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