Oxalyl chloride → 5-Fluoro-2-(trifluoromethyl)benzoyl chloride

HRID 2206868Notes

Reaction equation

[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[F:7][C:8]1[CH:9]=C[C:11]([C:17]([F:20])([F:19])[F:18])=[C:12]([CH:16]=1)C(O)=O>CN(C1C=CN=CC=1)C.C(Cl)Cl>[F:7][C:8]1[CH:16]=[CH:12][C:11]([C:17]([F:20])([F:19])[F:18])=[C:1]([CH:9]=1)[C:2]([Cl:4])=[O:3]

Participants

Conditions

Temperature: 50 °C

Procedure

Oxalyl chloride (1.23 ml, 14.24 mmol) was added dropwise to a solution of 5-fluoro 2-trifluoromethyl benzoic acid (1 gm, 4.81 mmol) in HPLC grade DCM (15 ml), containing DMAP. The reaction mixture was heated to 50° C. for 40 min. The reaction mass was cooled to room temperature and solvent evaporated to dryness under a nitrogen atmosphere to get crude 5-fluoro 2-trifluoromethyl benzoyl chloride.

Workup

temperatureThe reaction mass was cooled to room temperature
customsolvent evaporated to dryness under a nitrogen atmosphere

Sources & evidence

ORD record: ord-d879dd37dc5d4c5095d0ac8f7df8af9b
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09375012B2

Reaction notes

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