反应 #1163461

反应方程式

2-hydroxymethyl-5-norbornene

2-mercaptoethanol

α,α'-azobisisobutyronitrile

→

6-(2'-hydroxyethylthio)norbornane

溶剂

dioxane

dioxane

反应条件

后处理

1. 1
   其他rose from 25° to 50°
2. 2
   workup.ADDITIONwas added in portions
3. 3
   其他the dioxane solvent and excess 2-mercaptoethanol were removed under reduced pressure
4. 4
   workup.DISTILLATIONThe residue was distilled

实验过程

In a nitrogen atmosphere, to a stirred solution of 12.4 grams (0.1 mole) of 2-hydroxymethyl-5-norbornene in 100 ml of dioxane was added in one portion 17.2 grams (0.22 mole) of 2-mercaptoethanol. The temperature rose from 25° to 50°. The mixture was then heated at 70° for 6.3 hours during which time a solution of 1.6 grams of α,α'-azobisisobutyronitrile in 20 ml of dioxane was added in portions. After standing overnight, the dioxane solvent and excess 2-mercaptoethanol were removed under reduced pressure. The residue was distilled to give the 2-methylol- 5 or 6-(2'-hydroxyethylthio)norbornane intermediate as a viscous oil with a boiling point of 140°-142°/0.05 mm in a yield of 15.0 grams (74%).

来源