Diethyl 4,4-difluoroheptanedioate → Ethyl 5,5-difluoro-2-oxocyclohexane-1-carboxylate
반응식
[F:1][C:2]([F:17])([CH2:10][CH2:11][C:12]([O:14]CC)=O)[CH2:3][CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].CC([O-])(C)C.[K+]>C1(C)C=CC=CC=1>[F:17][C:2]1([F:1])[CH2:3][CH:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[C:12](=[O:14])[CH2:11][CH2:10]1참가 물질
4
실험 절차
To a solution of diethyl 4,4-difluoroheptanedioate (4.3 g) in toluene (50 mL) was added potassium 2-methylpropan-2-olate (2.87 g) and the reaction stirred overnight at room temperature. The reaction was quenched with 1N aqueous HCl (100 mL) and extracted with diethyl ether (150 mL). The ether layer was washed with brine (50 mL), dried over magnesium sulfate, filtered, and concentrated. Silica gel chromatography (Reveleris 40 g) eluting with a gradient of 1% to 5% ethyl acetate/hexanes gave the title compound.
후처리
- customThe reaction was quenched with 1N aqueous HCl (100 mL)
- extractionextracted with diethyl ether (150 mL)
- washThe ether layer was washed with brine (50 mL)
- dry with materialdried over magnesium sulfate
- filtrationfiltered
- concentrationconcentrated
- washSilica gel chromatography (Reveleris 40 g) eluting with a gradient of 1% to 5% ethyl acetate/hexanes
출처 및 근거
- ORD 기록
- ord-b863b1d8f0d54006b535641346dabc95
- 출처 데이터셋
- uspto-grants-2015_11
- 특허 번호
- US09174982B2
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