반응 #833553

반응 방정식

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

용매

hexane

tetrahydrofuran

water

ether

반응 조건

후처리

1. 1
   기타to come to room temperature
2. 2
   추출extracted with CH2Cl2
3. 3
   세척The CH2Cl2 solution was washed
4. 4
   기타dried
5. 5
   농축concentrated
6. 6
   기타Recrystallization from ether/petroleum ether

실험 절차

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.).

출처