Water → 3,3-Dimethyl-2,3-dihydro-1-benzofuran-4-ol
反応式
[CH3:1][C:2]1([CH3:13])[C:6]2[C:7]([O:11]C)=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3]1.B(Br)(Br)Br.O>ClCCl>[CH3:1][C:2]1([CH3:13])[C:6]2=[C:7]([OH:11])[CH:8]=[CH:9][CH:10]=[C:5]2[O:4][CH2:3]1参加物
5
実験手順
To a solution of 3,3-dimethyl-4-(methyloxy)-2,3-dihydro-1-benzofuran (Intermediate 5, 4.0 g) in dichloromethane (100 ml, SCRC) was added BBr3 (6.37 ml, 67.3 mmol, SCRC) dropwise under ice-cooling. After the addition was complete, the reaction mixture was stirred for 2 hours at room temperature and then water (20 ml) was added. The resulting mixture was extracted with ethyl acetate (3 times 100 ml, SCRC) and the combined organic layers were dried, evaporated and purified by silica gel chromatography with EtOAc/PE as eluents (1/20) to afford the title compound (2.8 g).
後処理
- temperaturecooling
- additionAfter the addition
- extractionThe resulting mixture was extracted with ethyl acetate (3 times 100 ml, SCRC)
- customthe combined organic layers were dried
- customevaporated
- custompurified by silica gel chromatography with EtOAc/PE as eluents (1/20)
出典と根拠
- ORDレコード
- ord-89d506f7ab0a4d81a92877bcec343dfc
- 出典データセット
- uspto-grants-2015_09
- 特許番号
- US09133175B2
反応ノート
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