Potassium Carbonate → 4-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-3,5-difluorobenzaldehyde

HRID 705831Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10].[F:13][C:14]1[CH:15]=[C:16]([CH:19]=[C:20]([F:23])[C:21]=1F)[CH:17]=[O:18].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:21]2[C:14]([F:13])=[CH:15][C:16]([CH:17]=[O:18])=[CH:19][C:20]=2[F:23])=[CH:4][C:3]=1[C:9]([F:10])([F:11])[F:12]

Participants

Conditions

Temperature: 60 °C

Procedure

The mixture of 4-chloro-3-(trifluoromethyl)phenol (3.4 g, 17.30 mmol), 3,4,5-trifluorobenzaldehyde (2.7 g, 16.87 mmol) and K2CO3 (2.80 g, 20.24 mmol) in DMF was heated with a microwave reactor at 60° C. for 1 h. Purification via a flash column chromatography then afforded the title compound (4.5 g, 79% yield). LCMS: rt=3.88 min, [M+H+]=337

Workup

customPurification via a flash column chromatography

Sources & evidence

ORD record: ord-7fbcb797b4e9442abb2cc53648b97c9d
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09174968B2

Reaction notes

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