반응 #1536804

반응 방정식

sodium sulfite

5-chloro-1-methylindole

n-butyl lithium

iodine

→

title product

수율 93.7%

5-Chloro-2-iodo-1-methylindole

수율 93.7%

용매

diethyl ether

반응 조건

후처리

1. 1
   온도is heated
2. 2
   온도at reflux temperature for 3 hours
3. 3
   온도warmed to room temperature
4. 4
   workup.STIRRINGstirred for 1 hour
5. 5
   기타After phase separation
6. 6
   건조the organic phase is dried over MgSO4
7. 7
   농축concentrated in vacuo

실험 절차

A mixture of 5-chloro-1-methylindole (10.0 g, 60.4 mmole) and n-butyl lithium (29 mL of 2.5 M sol'n in hexanes, 72.5 mmole) in diethyl ether is heated at reflux temperature for 3 hours, cooled to 0° C., treated with iodine (18.4 g, 72.5 mmole), stirred at 0° C. for 1 hour, warmed to room temperature, stirred for 1 hour, and treated with aqueous sodium sulfite. After phase separation, the organic phase is dried over MgSO4 and concentrated in vacuo to give the title product as a brown oil which solidified on standing, 16.5 g (93.7% yield). The title product is used as in Example 4.

출처