Benzoyl chloride → 7-Benzoyl-5-chloroindoline

HRID 267239

Reaction equation

HRID 267239 reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][C:9]([Cl:13])=[CH:10][CH:11]=2)[CH2:6][CH2:5]1)(=O)C.[C:14](Cl)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>[Cl-].[Zn+2].[Cl-]>[C:14]([C:11]1[CH:10]=[C:9]([Cl:13])[CH:8]=[C:7]2[C:12]=1[NH:4][CH2:5][CH2:6]2)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 123219901-Acetyl-5-chloroindoline

Product 1

HCID 215559797-Benzoyl-5-chloroindoline

Reagents, catalysts & solvents 1

HCID 3007855ZincchlorideCatalyst

Procedure

7-Benzoly-5-chloroindoline was prepared by treating 1-acetyl-5-chloroindoline with benzoyl chloride at 120°-175°C. using zinc chloride as a catalyst. The acetyl group was removed by acid hydrolysis to give the yellow colored 7-benzoyl-5-chloroindoline. The yellow solid melted at 112°-115°C. A mixture melting point with material prepared in Example 2 showed no depression.

Workup

  1. customThe acetyl group was removed by acid hydrolysis

Sources & evidence

ORD record
ord-531f90d49513458c87122e7c294768fe
Source dataset
uspto-grants-1976_03
Patent number
US03941806

Linked notes

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