Oxalyl chloride → 5-Bromo-2-chlorophenylacetyl chloride

HRID 1625886Notes

Reaction equation

HRID 1625886 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:12])=[C:6]([CH2:8][C:9](O)=[O:10])[CH:7]=1.C(Cl)(=O)C([Cl:16])=O>ClCCl.CN(C)C=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:12])=[C:6]([CH2:8][C:9]([Cl:16])=[O:10])[CH:7]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 155124412-(5-Bromo-2-chlorophenyl)acetic acid

Product 1

HCID 861877695-Bromo-2-chlorophenylacetyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

5-Bromo-2-chlorophenylacetic acid (2.0 g) obtained in Reference Example 125-(3) was dissolved in dichloromethane (40 ml), and thereto were added oxalyl chloride (0.77 ml) and N,N-dimethylformamide (one drop) at 0° C. The mixture was stirred at room temperature overnight. The solvent was evaporated under reduced pressure to give 5-bromo-2-chlorophenylacetyl chloride, which was used in the subsequent step without further purification.

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-755e648f69ea499297f4824e93a3587a
Source dataset
uspto-grants-2014_07
Patent number
US08785403B2

Reaction notes

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