Oxalyl chloride → 3-(1-(4-Fluorophenyl)cyclohexyl)propanoyl chloride

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:14][CH2:15][C:16]([OH:18])=O)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:22])=O>ClCCl.CN(C)C=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:14][CH2:15][C:16]([Cl:22])=[O:18])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

Procedure

To a solution of 3-(1-(4-fluorophenyl)cyclohexyl)propanoic acid (Preparation 42A, 209 mg, 0.835 mmol) in dichloromethane (3 mL) at 0° C. was added oxalyl chloride (0.146 mL, 1.670 mmol) followed by a couple of drops of N,N-dimethylformamide, and the mixture was stirred at the same temperature for 20 mins and warmed up to room temperature. The volatiles were evaporated off and the residue was used for next reaction without further purification.