1-Methylimidazole → 2,2,2-Trichloro-1-(1-methyl-1H-pyrrol-2-yl)-1-ethanone

HRID 1957925Notes

Reaction equation

HRID 1957925 reaction equation
[Cl:1][C:2]([Cl:7])([Cl:6])[C:3](Cl)=[O:4].[CH3:8][N:9]1[CH:13]=[CH:12]N=[CH:10]1.[CH2:14](Cl)Cl>>[CH3:8][N:9]1[CH:13]=[CH:12][CH:14]=[C:10]1[C:3](=[O:4])[C:2]([Cl:7])([Cl:6])[Cl:1]

Participants

4

Reactant 3

HCID 13901-MethylimidazoleHCID 6344Dichloromethane2×HCID 6420Trichloroacetyl chloride

Product 1

HCID 27771642,2,2-Trichloro-1-(1-methyl-1H-pyrrol-2-yl)-1-ethanone

Procedure

Under argon, 1.09 ml (12.3 mmol) of trichloroacetyl chloride are initially charged in 5 ml of DCM, and a solution of N-methylimidazole and 3 ml of DCM is added dropwise at RT over a period of 30 min. The reaction solution is allowed to stir at RT overnight and then concentrated, and the residue is purified over a flash frit (cyclohexane, cyclohexane/ethyl acetate 40:1). This gives the product as a liquid.

Workup

  1. concentrationconcentrated
  2. customthe residue is purified over a flash frit (cyclohexane, cyclohexane/ethyl acetate 40:1)

Sources & evidence

ORD record
ord-9af0966e81364520a80f3acfd3ca9c8e
Source dataset
uspto-grants-2013_04
Patent number
US08410090B2

Reaction notes

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