Oxalyl chloride → 2-(3-Benzyloxy-5-trifluoromethyl-phenyl)-propionyl chloride

HRID 563558Notes

Reaction equation

HRID 563558 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:19]([CH3:23])[C:20](O)=[O:21])[CH:12]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:27])=O>C(Cl)Cl.CN(C=O)C>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:19]([CH3:23])[C:20]([Cl:27])=[O:21])[CH:12]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 574587992-(3-Benzyloxy-5-trifluoromethyl-phenyl)propionic acid

Product 1

HCID 574588002-(3-Benzyloxy-5-trifluoromethyl-phenyl)-propionyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-(3-benzyloxy-5-trifluoromethyl-phenyl)-propionic acid (1.4 g, 4.0 mmol) in CH2Cl2 was added oxalyl chloride (0.76 mL, 8.0 mmol), followed by 3 drops of DMF. After stirring for 15 minutes at room temperature, the mixture was concentrated to give the title compound.

Workup

  1. concentrationthe mixture was concentrated

Sources & evidence

ORD record
ord-bf8fb041f48b47b486ebfebdaa6dd46c
Source dataset
uspto-grants-2011_11
Patent number
US08067445B2

Reaction notes

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