反応 #2383770

反応方程式

water

lithium aluminum hydride

S-methyl-thioglycolic acid-N-(2-methylthioethyl)-amide

S-methyl-thioglycolic Acid-N-(2-methylthioethyl)-amide

water

lithium aluminum hydride

→

bis-(2-methylthioethyl)-amine

溶媒

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

1. 1
   温度Then, it is refluxed for 18 hours
2. 2
   温度While being cooled in an ice bath
3. 3
   抽出The solution is extracted three times with methylene chloride/methanol 10/1
4. 4
   洗浄the combined organic phases are washed with water one time
5. 5
   濃縮After concentration
6. 6
   その他by evaporation
7. 7
   その他the residue is purified by chromatography with the mobile solvent system of methylene chloride/methanol

実験手順

5.18 g of S-methyl-thioglycolic acid-N-(2-methylthioethyl)-amide (Example 8a) is dissolved in 350 ml of tetrahydrofuran and added in drops to a suspension of 5.48 g of lithium aluminum hydride in 350 ml of tetrahydrofuran under a cover-gas atmosphere. Then, it is refluxed for 18 hours. While being cooled in an ice bath, the excess lithium aluminum hydride is carefully hydrolyzed by adding 100 ml of water in drops, it is stirred for 1 more hour, and then another 700 ml of water is added. The solution is extracted three times with methylene chloride/methanol 10/1, and the combined organic phases are washed with water one time. After concentration by evaporation, the residue is purified by chromatography with the mobile solvent system of methylene chloride/methanol: yield 1.5 g=32% of theory.

出典