Water → HCID 10488085, compound

HRID 2213661Notes

Reaction equation

HRID 2213661 reaction equation
[Al+3].[Cl-].[Cl-].[Cl-].[C:5]([CH2:9][CH2:10][C:11](Cl)=[O:12])([O:7][CH3:8])=[O:6].[NH:14]1[CH:18]=[CH:17][CH:16]=[CH:15]1.O.Cl[CH2:21]Cl>>[CH2:8]([O:7][C:5](=[O:6])[CH2:9][CH2:10][C:11](=[O:12])[C:16]1[CH:17]=[CH:18][NH:14][CH:15]=1)[CH3:21]

Participants

6

Reactant 5

HCID 962WaterHCID 6344Dichloromethane2×HCID 8027PyrroleHCID 73888Butanoic acid, 4-chloro-4-oxo-, methyl esterHCID 6451240Aluminum(III) Chloride

Product 1

HCID 10488085HCID 10488085, compound

Procedure

A mixture of AlCl3 (24.02 g) and dichloromethane (400 mL) was treated with (carbomethoxy)propionyl chloride (27.05 g). A solution of pyrrole (10.01 g) in dichloromethane (150 mL) was then added dropwise. After stirring overnight, the reaction mixture was poured over ice and water (500 mL). The resulting mixture was then extracted with dichloromethane (500 mL). The combined organic layers were washed with brine (500 mL), dried (MgSO4) and concentrated to afford γ-oxo-1-H-pyrrole-3-butanoic acid ethyl ester (5.14 g).

Workup

  1. extractionThe resulting mixture was then extracted with dichloromethane (500 mL)
  2. washThe combined organic layers were washed with brine (500 mL)
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-a1188e73e45c4c5e883f81e0dc3ec99a
Source dataset
uspto-grants-2006_09
Patent number
US07105563B2

Reaction notes

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