Benzoyl chloride, 3-chloro- → HCID 12771203, compound

HRID 1701519Notes

Reaction equation

HRID 1701519 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[Cl:5][C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][CH:14]=1)[C:9](Cl)=[O:10].[CH3:15][N:16]1[CH:20]=[CH:19][CH:18]=[C:17]1[C:21]([OH:23])=[O:22]>ClCCCl>[CH3:15][N:16]1[CH:20]=[C:19]([C:9](=[O:10])[C:8]2[CH:12]=[CH:13][CH:14]=[C:6]([Cl:5])[CH:7]=2)[CH:18]=[C:17]1[C:21]([OH:23])=[O:22]

Participants

5

Reactant 3

HCID 69252Benzoyl chloride, 3-chloro-HCID 814531-Methyl-2-pyrrolecarboxylic acidHCID 6451240Aluminum(III) Chloride

Product 1

HCID 12771203HCID 12771203, compoundYield 75.9%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent2×

Procedure

As a modification, the acid is prepared in the following manner: 26.7 g aluminium chloride are added to a solution of 17.7 g 3-chlorobenzoic acid chloride in 300 ml 1,2-dichloroethane. At about 0° C., a solution of 12.5 g 1-methylpyrrole-2-carboxylic acid in 200 ml 1,2-dichloroethane is added portionwise. After stirring for 3 hours at room temperature, the mixture is poured over ice. The resulting precipitate is recrystallized from 250 ml 2-butanone, to give 20 g of the pure acid, m.p.=214° C.

Workup

  1. customAs a modification, the acid is prepared in the following manner
  2. additionthe mixture is poured over ice
  3. customThe resulting precipitate is recrystallized from 250 ml 2-butanone

Sources & evidence

ORD record
ord-342b4924e690437e97695b0736bcab9b
Source dataset
uspto-grants-1980_03
Patent number
US04194003

Reaction notes

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