(RS)-3-benzyl-2,2-dichlorocyclobutanone → 3-Benzylcyclobutan-1-one
反応式
[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]=1参加物
4
実験手順
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+).
後処理
- 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)
出典と根拠
- ORDレコード
- ord-69477ef5ca224a1eb14a46662bd7105d
- 出典データセット
- uspto-grants-2002_09
- 特許番号
- US06451819B2
反応ノート
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