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

HRID 2386154
Notes
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Reaction equation

HRID 2386154 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]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27582311-(3,5-Dichlorophenyl)-2,2,2-trifluoroethan-1-oneHCID 33094011-(3-Bromo-4-methylphenyl)ethan-1-one

Product 1

HCID 866480671-(3-Bromo-4-methylphenyl)-3-(3,5-dichlorophenyl)-4,4,4-trifluoro-3-hydroxybutane-1-one

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

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

  1. customthe resultant reaction mixture
  2. customAfter the completion of the reaction
  3. waitthe reaction mixture was left
  4. temperatureto be cooled down to room temperature
  5. customA deposited solid was separated off
  6. washwas washed with 3 mL of hexane
  7. 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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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes