反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
To a solution of 2-(benzhydrylidene-amino)-3-(1-fluoro-cyclopentyl)-propionic acid ethyl ester (1.36 g, 3.70 mmol) in dichloromethane (10 mL) at 0° C. was added a hydrochloric acid solution (1N, 7.4 mL) and the resulting mixture stirred at room temperature for 17 h. The mixture was separated, the aqueous layer diluted with water (10 mL) and cooled to 0° C. before sodium bicarbonate (1.24 g, 14.8 mmol) was added portionwise. The resulting mixture was extracted with dichloromethane (2×50 mL), the organic phases combined and dried over magnesium sulfate. The mixture was filtered and evaporated which afforded 2-amino-3-(1-fluoro-cyclopentyl)-propionic acid ethyl ester (0.56 g, 75%) as a clear oil: 1H NMR (300 MHz, CDCl3) δ ppm 1.29 (t, J=7.1 Hz, 3H), 1.68 (br. s., 6H), 1.77-1.89 (m, 2H), 1.89-2.15 (m, 3H), 2.15-2.36 (m, 1H), 3.72 (t, J=5.9 Hz, 1H), 4.19 (q, J=7.1 Hz, 2H).
WORKUP
后处理
- customThe mixture was separated
- additionthe aqueous layer diluted with water (10 mL)
- additionwas added portionwise
- extractionThe resulting mixture was extracted with dichloromethane (2×50 mL)
- dry with materialdried over magnesium sulfate
- filtrationThe mixture was filtered
- customevaporated which