(RS)-3-benzyl-2,2-dichlorocyclobutanone → 3-Benzylcyclobutan-1-one
반응식
[CH2:1]([CH:8]1[CH2:11][C:10](=[O:12])[C:9]1(Cl)Cl)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)(=O)C.[Zn]>[CH2:1]([CH:8]1[CH2:11][C:10](=[O:12])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1참가 물질
4
실험 절차
A solution of (RS)-3-benzyl-2,2-dichlorocyclobutanone (0.3 g. 1.3 mmol) in acetic acid (3 ml) was refluxed for 1 hour in the presence of zinc (0.86 g, 13.1 mmol. powder). The reaction mixture was cooled to room temperature and filtered over decalite. The filtrate was neutralized with saturated NaHCO3. The organic phase was washed successively with H2O and brine, dried over Na2SO4, and concentrated. The residue was chromatographed over silica gel (hexane-ethylacetate 4:1) to provide 3-benzyl-cyclobutanone (0.16 g, 76%) as a colorless oil, MS: m/e=160.2 (M+).
후처리
- filtrationfiltered over decalite
- washThe organic phase was washed successively with H2O and brine
- dry with materialdried over Na2SO4
- concentrationconcentrated
- customThe residue was chromatographed over silica gel (hexane-ethylacetate 4:1)
출처 및 근거
- ORD 기록
- ord-69477ef5ca224a1eb14a46662bd7105d
- 출처 데이터셋
- uspto-grants-2002_09
- 특허 번호
- US06451819B2
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