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Oxalyl chloride → 2-(3-Bromo-5-chloro-phenyl)-propionyl chloride

HRID 563826
Notes
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Reaction equation

HRID 563826 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:9]([CH3:13])[C:10](O)=[O:11])[CH:5]=[C:6]([Cl:8])[CH:7]=1.C(Cl)(=O)C([Cl:17])=O>C(Cl)Cl.CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:9]([CH3:13])[C:10]([Cl:17])=[O:11])[CH:5]=[C:6]([Cl:8])[CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 574588082-(3-Bromo-5-chlorophenyl)propanoic acid

Product 1

HCID 574588092-(3-Bromo-5-chloro-phenyl)-propionyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-(3-bromo-5-chloro-phenyl)-propionic acid (0.87 g, 3.3 mmol) in CH2Cl2 (10 mL) was added oxalyl chloride (0.63 mL, 6.6 mmol) and DMF (2 drops), and the reaction was stirred for 15 minutes and then concentrated to give the title compound.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-fd91898b5e7341019e33578d5715a7a1
Source dataset
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08067445B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes