Water → HCID 18464738, compound

HRID 323247Notes

Reaction equation

HRID 323247 reaction equation
[CH3:1][O:2][C:3]1[C:11]([O:12][CH3:13])=[C:10]([O:14][CH3:15])[CH:9]=[CH:8][C:4]=1[C:5](Cl)=[O:6].[C:16]1([C:22]2([CH2:27][CH2:28][OH:29])[CH2:26][CH2:25][NH:24][CH2:23]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.O.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.C(OCC)(=O)C>[CH3:1][O:2][C:3]1[C:11]([O:12][CH3:13])=[C:10]([O:14][CH3:15])[CH:9]=[CH:8][C:4]=1[C:5]([N:24]1[CH2:25][CH2:26][C:22]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)([CH2:27][CH2:28][OH:29])[CH2:23]1)=[O:6]

Participants

7

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 27608082,3,4-trimethoxybenzoyl chlorideHCID 184645642-(3-Phenylpyrrolidin-3-yl)ethanol

Product 1

HCID 18464738HCID 18464738, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 8857Ethyl AcetateSolvent

Procedure

Combine 2,3,4-trimethoxybenzoyl chloride (10 mmol) and 3-phenyl-3-(2-hydroxyethyl)pyrrolidine (2.1 g, 9.2 mmol) in acetone (70 mL). Add water (25 mL) and potassium carbonate (1.93 g, 14 mmol). Dilute the reaction mixture with ethyl acetate and extract with aqueous sodium bicarbonate solution and brine. Dry the organic layer over Na2SO4, filter, and evaporate in vacuo to give the title compound.

Workup

  1. extractionextract with aqueous sodium bicarbonate solution and brine
  2. dry with materialDry the organic layer over Na2SO4
  3. filtrationfilter
  4. customevaporate in vacuo

Sources & evidence

ORD record
ord-a9e3bd31ac1f4ec3b1b31082ab73356e
Source dataset
uspto-grants-2001_04
Patent number
US06211199B1

Reaction notes

Loading…