4-Nitrobenzoyl chloride → HCID 13300595, compound

HRID 1903208Notes

Reaction equation

HRID 1903208 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]2[CH2:6][CH:7]([C:9]([O:11]CC)=[O:10])[O:8][C:4]=2[C:3]=1[Cl:16].[N+:17]([C:20]1[CH:28]=[CH:27][C:23]([C:24](Cl)=[O:25])=[CH:22][CH:21]=1)([O-:19])=[O:18].[Cl-].[Al+3].[Cl-].[Cl-]>C(Cl)Cl>[Cl:1][C:2]1[C:15]([C:24](=[O:25])[C:23]2[CH:22]=[CH:21][C:20]([N+:17]([O-:19])=[O:18])=[CH:28][CH:27]=2)=[CH:14][C:5]2[CH2:6][CH:7]([C:9]([OH:11])=[O:10])[O:8][C:4]=2[C:3]=1[Cl:16]

Participants

5

Reactant 3

HCID 85024-Nitrobenzoyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 12747889Ethyl 6,7-dichloro-2,3-dihydro-1-benzofuran-2-carboxylate

Product 1

HCID 13300595HCID 13300595, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of ethyl 6,7-dichloro-2,3-dihydrobenzofuran-2-carboxylate (10.0 g.) and p-nitrobenzoyl chloride (14.2 g.) in methylene chloride (40 ml.) was placed on a cold water bath with mechanical agitation and treated with aluminum chloride (15.3 g.) portionwise over 5 minutes. The bath was then heated at 80°-90° C. for 1 hour and removed, and the mixture diluted with 100 ml. of methylene chloride.

Workup

  1. temperatureThe bath was then heated at 80°-90° C. for 1 hour
  2. customremoved
  3. additionthe mixture diluted with 100 ml

Sources & evidence

ORD record
ord-1c1fffb9dde74525b956d9e7f2e0654d
Source dataset
uspto-grants-1984_03
Patent number
US04435422

Reaction notes

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