Sodium borohydride → Benzyl 3-hydroxycyclobutane-1-carboxylate
反応式
[BH4-].[Na+].[O:3]=[C:4]1[CH2:7][CH:6]([C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])[CH2:5]1>C1COCC1.CO.O>[OH:3][CH:4]1[CH2:7][CH:6]([C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])[CH2:5]1参加物
6
反応条件
- 温度
- 0 °C
実験手順
NaBH4 (215 mg; 5.68 mmol) was added to the solution of benzyl 3-oxocyclobutanecarboxylate (2.3 g; 11.3 mmol) in THF (30 mL) and MeOH (1.5 mL). The reaction mixture was stirred for 0.5 hour at 0° C., diluted with water (20 mL), and extracted with DCM (50 mL×2). The combined organic layers were dried over anhydrous Na2SO4, filtered, concentrated, and purified by reverse phase flash chromatography to afford 1.24 g (53%) of the title compound as a yellow oil.
後処理
- extractionextracted with DCM (50 mL×2)
- dry with materialThe combined organic layers were dried over anhydrous Na2SO4
- filtrationfiltered
- concentrationconcentrated
- custompurified by reverse phase flash chromatography
出典と根拠
- ORDレコード
- ord-cb05908de8ab46e1822fe3e747ff3f91
- 出典データセット
- uspto-grants-2015_09
- 特許番号
- US09126984B2
反応ノート
読み込み中…