Triethylamine → 1-(3-Bromo-4-methylphenyl)-3-(3,5-dichlorophenyl)-4,4,4-trifluoro-3-hydroxybutane-1-one

HRID 2386154Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([C:9](=[O:14])[C:10]([F:13])([F:12])[F:11])[CH:5]=[C:6]([Cl:8])[CH:7]=1.[Br:15][C:16]1[CH:17]=[C:18]([C:23](=[O:25])[CH3:24])[CH:19]=[CH:20][C:21]=1[CH3:22].C(N(CC)CC)C>CCCCCCC>[Br:15][C:16]1[CH:17]=[C:18]([C:23](=[O:25])[CH2:24][C:9]([C:4]2[CH:3]=[C:2]([Cl:1])[CH:7]=[C:6]([Cl:8])[CH:5]=2)([OH:14])[C:10]([F:11])([F:12])[F:13])[CH:19]=[CH:20][C:21]=1[CH3:22]

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of 3.42 g of 3′,5′-dichloro-2,2,2-trifluoroacetophenone and 3.00 g of 3′-bromo-4′-methylacetophenone in 5 mL of heptane, 0.71 g of triethylamine was added and the resultant reaction mixture was stirred at 60° C. for 8 hours. After the completion of the reaction, the reaction mixture was left to be cooled down to room temperature. A deposited solid was separated off and was washed with 3 mL of hexane to obtain 6.16 g of the objective substance as a white crystal.

Workup

customthe resultant reaction mixture
customAfter the completion of the reaction
waitthe reaction mixture was left
temperatureto be cooled down to room temperature
customA deposited solid was separated off
washwas washed with 3 mL of hexane
customto obtain 6.16 g of the objective substance as a white crystal

Sources & evidence

ORD record: ord-4689ada0b0eb4ff2898deb9c6370d6ec
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08268754B2

Reaction notes

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