反応 #833553

反応方程式

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

溶媒

hexane

tetrahydrofuran

water

ether

反応条件

後処理

1. 1
   その他to come to room temperature
2. 2
   抽出extracted with CH2Cl2
3. 3
   洗浄The CH2Cl2 solution was washed
4. 4
   その他dried
5. 5
   濃縮concentrated
6. 6
   その他Recrystallization from ether/petroleum ether

実験手順

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.).

出典