Water → 2-Bromo-1-(1,3-thiazol-5-yl)ethan-1-ol
反応式
[BH4-].[Na+].[Br:3][CH2:4][C:5]([C:7]1[S:11][CH:10]=[N:9][CH:8]=1)=[O:6].O>CO>[Br:3][CH2:4][CH:5]([C:7]1[S:11][CH:10]=[N:9][CH:8]=1)[OH:6]参加物
5
実験手順
Sodium borohydride (38 mg, 1.0 mmol) was added in one portion to a solution of 207 mg (1.0 mmol) of the product from Example 3 in 2 mL of methanol at 0° C. After stirring for 0.75 h, water was added and the mixture extracted three times with diethyl ether. The combined organic phase was washed with brine, dried(MgSO4) and the solvent removed in vacuo. Flash chromatography (silica gel, 30-40% ethyl acetate-hexanes) afforded 130 mg (62%) of the title compound as a colorless oil: 1H NMR (400 MHz, CDCl3) δ8.78 (s, 1H), 7.83 (s, 1H), 5.28-5.24 (m, 1H), 3.70 (dd, 1H, J=10.6, 3.9 Hz), 3.61 (dd, 1H, J=10.6, 7.9 Hz), 2.95 (d, 1H, J=4.3 Hz).
後処理
- extractionthe mixture extracted three times with diethyl ether
- washThe combined organic phase was washed with brine, dried(MgSO4)
- customthe solvent removed in vacuo
出典と根拠
- ORDレコード
- ord-8862e28a38f84e3bb47d16712fc4e57d
- 出典データセット
- uspto-grants-1998_01
- 特許番号
- US05705515
反応ノート
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