反应 #1178468

反应方程式

Lithium

(1-benzhydrylazetidin-3-ylidene)acetic acid ethyl ester

water

sodium hydroxide

water

→

title compound

收率 76.0%

1-Benzhydryl-3-(2-hydroxyethyl)azetidine

收率 76.0%

溶剂

tetrahydrofuran

tetrahydrofuran

反应条件

后处理

1. 1
   workup.STIRRINGThe reaction liquor was stirred for two hours at the same temperature
2. 2
   温度while cooling the reaction liquor in ice
3. 3
   干燥The resulting mixture was dried over anhydrous sodium sulfate
4. 4
   其他The insoluble was separated by filtration
5. 5
   浓缩the mother liquor was concentrated under reduced pressure
6. 6
   其他The obtained residue was purified by flash chromatography (Flash Chromatography System from Biotage AB, column size: 40M, ethyl acetate:n-hexane=1:1 to ethyl acetate)

实验过程

Lithium aluminumhydride (889 mg, 23.4 mmol) was suspended in tetrahydrofuran (50 mL), and under a nitrogen stream, a tetrahydrofuran (30 mL) solution of (1-benzhydrylazetidin-3-ylidene)acetic acid ethyl ester (2.40 g, 7.81 mmol) was added dropwise over 20 minutes at 0° C. with stirring. The reaction liquor was stirred for two hours at the same temperature, and then while cooling the reaction liquor in ice, water (889 μl), 1 N sodium hydroxide (889 μl) and water (8.57 mL) were added in this order. The resulting mixture was dried over anhydrous sodium sulfate. The insoluble was separated by filtration, and the mother liquor was concentrated under reduced pressure. The obtained residue was purified by flash chromatography (Flash Chromatography System from Biotage AB, column size: 40M, ethyl acetate:n-hexane=1:1 to ethyl acetate), to obtain the title compound (1.58 g, 76%) as an oily matter.

来源