Potassium Carbonate → N-(4-chlorophenethyl)-4-(4-formyl-2-(trifluoromethyl)phenoxy)benzamide

HRID 453549Notes

Reaction equation

F[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[C:10]([F:13])([F:12])[F:11].[Cl:14][C:15]1[CH:32]=[CH:31][C:18]([CH2:19][CH2:20][NH:21][C:22](=[O:30])[C:23]2[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=2)=[CH:17][CH:16]=1.C([O-])([O-])=O.[K+].[K+]>CS(C)=O>[Cl:14][C:15]1[CH:16]=[CH:17][C:18]([CH2:19][CH2:20][NH:21][C:22](=[O:30])[C:23]2[CH:28]=[CH:27][C:26]([O:29][C:2]3[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=3[C:10]([F:13])([F:12])[F:11])=[CH:25][CH:24]=2)=[CH:31][CH:32]=1

Participants

Conditions

Temperature: 95 °C

Procedure

To a stirred solution of the 4-fluoro-3-(trifluoromethyl)benzaldehyde (177 μL, 1.30 mmol) and N-(4-chlorophenethyl)-4-hydroxybenzamide (359 mg, 1.30 mmol) in DMSO (3 ml) was added K2CO3 (270 mg, 1.95 mmol). The reaction was stirred at 95° C. for 2 hours and then directly purified by silica gel chromatography to give N-(4-chlorophenethyl)-4-(4-formyl-2-(trifluoromethyl)phenoxy)benzamide (0.541 g).

Workup

customdirectly purified by silica gel chromatography

Sources & evidence

ORD record: ord-b312c6c86fd64aab9136bd20f4062cc6
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492437B2

Reaction notes

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