Dimethylformamide → (5-Cyclopropyl-2,4-dimethyl-phenyl)-acetyl chloride

HRID 1022381Notes

Reaction equation

HRID 1022381 reaction equation
[CH:1]1([C:4]2[C:5]([CH3:15])=[CH:6][C:7]([CH3:14])=[C:8]([CH2:10][C:11](O)=[O:12])[CH:9]=2)[CH2:3][CH2:2]1.C(Cl)(=O)C([Cl:19])=O.CN(C)C=O>ClCCl>[CH:1]1([C:4]2[C:5]([CH3:15])=[CH:6][C:7]([CH3:14])=[C:8]([CH2:10][C:11]([Cl:19])=[O:12])[CH:9]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 59614593(5-Cyclopropyl-2,4-dimethyl-phenyl)-acetic acid

Product 1

HCID 59614607(5-Cyclopropyl-2,4-dimethyl-phenyl)-acetyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2.3 g of (5-cyclopropyl-2,4-dimethyl-phenyl)-acetic acid in 20 ml of dichloromethane are treated with 2.1 g of oxalyl chloride and a catalytic amount of dimethylformamide. The reaction mixture is stirred at room temperature for 2 hours. The solvent is removed in vacuo and the crude residue of (5-cyclopropyl-2,4-dimethyl-phenyl)-acetyl chloride (2.5 g) is used for the next step.

Workup

  1. customThe solvent is removed in vacuo

Sources & evidence

ORD record
ord-cd3381abb539478ab98ae976572fd311
Source dataset
uspto-grants-2014_05
Patent number
US08722578B2

Reaction notes

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