Ethyl difluoroacetate → 4,4-Difluoro-1-(4-trifluoromethylphenyl)butane-1,3-dione

HRID 268983Notes

Reaction equation

[F:1][CH:2]([F:8])[C:3]([O:5]CC)=O.[CH3:9][C:10]([C:12]1[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=1)=[O:11]>>[F:8][CH:2]([F:1])[C:3](=[O:5])[CH2:9][C:10]([C:12]1[CH:17]=[CH:16][C:15]([C:18]([F:19])([F:20])[F:21])=[CH:14][CH:13]=1)=[O:11]

Participants

Reactant 2

HCID 9961Ethyl difluoroacetate

HCID 697311-(4-(Trifluoromethyl)phenyl)ethan-1-one

Product 1

HCID 189203694,4-Difluoro-1-(4-trifluoromethylphenyl)butane-1,3-dioneYield 101.4%

Procedure

Prepared from commercially available ethyl difluoroacetate (14.49 g, 117 mmol) and commercially available 4-(trifluoromethyl)acetophenone (15.36 g, 80 mmol) as described in example C.1 step 1 to give 4,4-difluoro-1-(4-trifluoromethyl-phenyl)-butane-1,3-dione (21.60 g, 101%) as a light brown oil. MS (ISN) 265.0 [(M−H)−].

Sources & evidence

ORD record: ord-1071a90aa6044f4f8cebe54e06bd3dcc
Source dataset: uspto-grants-2008_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07446113B2

Reaction notes

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