Hydrogen Bromide → HCID 86585142, compound

HRID 2270792Notes

Reaction equation

HRID 2270792 reaction equation
[BrH:1].[Cl:2][C:3]1[CH:12]=[C:11]([C:13](=[O:17])[CH:14]=[N+]=[N-])[CH:10]=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6]>CCOCC>[Br:1][CH2:14][C:13]([C:11]1[CH:10]=[CH:9][C:4]([C:5]([O:7][CH3:8])=[O:6])=[C:3]([Cl:2])[CH:12]=1)=[O:17]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 86585143HCID 86585143, compound

Product 1

HCID 86585142HCID 86585142, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Hydrogen bromide gas was bubbled through a suspension of 2-chloro-4-(diazoacetyl)benzoic acid, methyl ester (400 mg, 1.7 mmol) in ether (30 mL) for 10 min. The solvent was evaporated and the residue was triturated with ether/hexane and filtered to give 4-(bromoacetyl)-2-chlorobenzoic acid, methyl ester (385 mg, 79%) as a colorless solid.

Workup

  1. customThe solvent was evaporated
  2. customthe residue was triturated with ether/hexane
  3. filtrationfiltered

Sources & evidence

ORD record
ord-99628494ca164d9eb64053436bc0a271
Source dataset
uspto-grants-2001_12
Patent number
US06331640B1

Reaction notes

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