反应 #833553

反应方程式

butyl lithium

2-methyl-5,6,7,8-tetrahydro-naphthalene-3-sulfonic acid methylamide

CO2

HCl

→

3-(N-methyl-sulfamoyl)-5,6,7,8-tetrahydro-naphthalene-2-acetic acid

溶剂

hexane

tetrahydrofuran

water

ether

反应条件

后处理

1. 1
   其他to come to room temperature
2. 2
   萃取extracted with CH2Cl2
3. 3
   洗涤The CH2Cl2 solution was washed
4. 4
   其他dried
5. 5
   浓缩concentrated
6. 6
   其他Recrystallization from ether/petroleum ether

实验过程

100 mL of a 1.5 molare (150 mmol) butyl lithium in hexane were added to a solution of 18 g (75 mmol) 2-methyl-5,6,7,8-tetrahydro-naphthalene-3-sulfonic acid methylamide in 200 mL tetrahydrofuran at −20° C. The resulting mixture was allowed to come to room temperature and was poured onto a mixture of ether and solid CO2. After addition of water the resulting mixture was acidified with dilute HCl and then extracted with CH2Cl2. The CH2Cl2 solution was washed, dried and concentrated. Recrystallization from ether/petroleum ether gave 15.8 g 3-(N-methyl-sulfamoyl)-5,6,7,8-tetrahydro-naphthalene-2-acetic acid (melting point: 153-155° C.).

来源