1-(3-chloro-4-methylphenyl)ethanone → HCID 86631563, compound

HRID 885815Notes

Reaction equation

HRID 885815 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:10](=[O:15])[C:11]([F:14])([F:13])[F:12])[CH:5]=[C:6]([Br:9])[C:7]=1[F:8].[Cl:16][C:17]1[CH:18]=[C:19]([C:24](=[O:26])[CH3:25])[CH:20]=[CH:21][C:22]=1[CH3:23]>C(OCC)(=O)C>[Cl:16][C:17]1[CH:18]=[C:19]([C:24](=[O:26])[CH2:25][C:10]([C:4]2[CH:3]=[C:2]([Br:1])[C:7]([F:8])=[C:6]([Br:9])[CH:5]=2)([OH:15])[C:11]([F:14])([F:12])[F:13])[CH:20]=[CH:21][C:22]=1[CH3:23]

Participants

4

Reactant 2

HCID 3429151-(3-chloro-4-methylphenyl)ethanoneHCID 86631564HCID 86631564, compound

Product 1

HCID 86631563HCID 86631563, compoundYield 95.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

To a stirred solution of 1-(3,5-dibromo-4-fluorophenyl)-2,2,2-trifluoroethanone (0.99 g) and 1-(3-chloro-4-methylphenyl)ethanone (0.48 g) in ethyl acetate (3 mL) was added dithylamine (0.062 g). The mixture was stirred at 50° C. for 2 hours. The reaction mixture was then concentrated under reduced pressure and the crude product was purified by liquid chromatography (medium pressure collection apparatus: Purif-α2 manufactured by Moritex Corporation) eluted with ethyl acetate-hexane (1:10) to afford the title compound as a pale yellow oil (1.40 g).

Workup

  1. concentrationThe reaction mixture was then concentrated under reduced pressure
  2. customthe crude product was purified by liquid chromatography (medium pressure collection apparatus: Purif-α2 manufactured by Moritex Corporation)
  3. washeluted with ethyl acetate-hexane (1:10)

Sources & evidence

ORD record
ord-564f129e291d4d7a8f3c2e70671c819e
Source dataset
uspto-grants-2012_08
Patent number
US08242283B2

Reaction notes

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