Ethyl difluoroacetate → 1,3-Butanedione, 1-(3-ethoxyphenyl)-4,4-difluoro-

HRID 558588Notes

Reaction equation

[F:1][CH:2]([F:8])[C:3](OCC)=[O:4].[CH3:9][CH2:10][O:11][C:12]1[CH:17]=[C:16]([C:18]([CH3:20])=[O:19])[CH:15]=[CH:14][CH:13]=1>>[CH2:10]([O:11][C:12]1[CH:17]=[C:16]([C:18](=[O:19])[CH2:20][C:3](=[O:4])[CH:2]([F:8])[F:1])[CH:15]=[CH:14][CH:13]=1)[CH3:9]

Participants

Reactant 2

HCID 9961Ethyl difluoroacetate

HCID 37702501-(3-Ethoxyphenyl)ethanone

Product 1

HCID 866080121,3-Butanedione, 1-(3-ethoxyphenyl)-4,4-difluoro-Yield 112.1%

Procedure

Prepared from commercially available ethyl difluoroacetate (16.0 g, 129 mmol) and 3-ethoxyacetophenone (example C.19 step 1) (14.5 g, 88 mmol) as described in example C.1 step 1 to give the title compound (23.90 g, 112%) as a light red oil. MS (ISN) 241.0 [(M−H)−].

Sources & evidence

ORD record: ord-666c488e512b4564a83ddaed78503299
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08063048B2

Reaction notes

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