反応 #77164

反応方程式

K2CO3

1-(benzyloxycarbonylamino)cyclopropanecarboxylic acid

→

title compound

収率 43.0%

1-(Benzyloxycarbonylamino)cyclopropanemethanol

収率 43.0%

溶媒

THF

tetrahydrofuran

反応条件

後処理

1. 1
   抽出extracted with methylene chloride (3×10 mL)
2. 2
   洗浄The organic layer was washed with brine (10 mL)
3. 3
   乾燥dried over Na2SO4
4. 4
   その他After evaporating the solvent

実験手順

To a solution of 1-(benzyloxycarbonylamino)cyclopropanecarboxylic acid (500 mg, 2.1 mmol) in tetrahydrofuran (5 mL) at 0° C. was added B2H6. THF (1M, 2.1 mL, 2.1 mmol). The mixture was stirred at ambient temperature overnight, treated with K2CO3 (1.0 g in 5 mL H2O) and extracted with methylene chloride (3×10 mL). The organic layer was washed with brine (10 mL) and dried over Na2SO4. After evaporating the solvent, the residue was by chromatography (1:1 ethyl acetate:hexane) to give the title compound as a white solid (200 mg, 43%). 1H-NMR (300 MHz, CDCl3) δ7.35 (m, 5H), 5.30 (br s, 1H), 5.10 (s, 2H), 3.61 (s, 2H), 3.02 (br s, 1H), 0.86 (s, 4H).

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