Dimethylformamide → Propanoyl chloride, 2-(4-bromophenyl)-

HRID 553730Notes

Reaction equation

HRID 553730 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:12])[C:9](O)=[O:10])=[CH:4][CH:3]=1.CN(C)C=O.C(Cl)(=O)C([Cl:21])=O>ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:12])[C:9]([Cl:21])=[O:10])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 5214412-(4-Bromophenyl)propanoic acid

Product 1

HCID 569060Propanoyl chloride, 2-(4-bromophenyl)-

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(4-Bromo-phenyl)-propionic acid (0.500 g, 2.18 mmol) in dichloromethane (20 mL) was treated with dimethylformamide (0.03 mL, 0.44 mmol), followed by oxalyl chloride (0.248 mL, 2.8 mmol) dropwise over 5 minutes, and the reaction was stirred at room temperature for 1 hour. The mixture was then concentrated and dried under vacuum to give the title compound.

Workup

  1. concentrationThe mixture was then concentrated
  2. customdried under vacuum

Sources & evidence

ORD record
ord-9966caa5b44447b29c8e1b20032aaf9e
Source dataset
uspto-grants-2011_11
Patent number
US08048902B2

Reaction notes

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