Реакция #214692

Уравнение реакции

4-aminomethyl-2,3,4,9-tetrahydrothiopyrano[2,3-b]indole

benzaldehyde

hydrochloride

→

title compound

Выход 99.1%

4-Benzylaminomethyl-2,3,4,5-tetrahydrothiopyrano[2,3-b]indole

Выход 99.1%

Растворители

methanol

methanol

methanol

sodium cyanoborohydride

Условия реакции

Обработка

1. 1
   Другоеevaporated
2. 2
   Другоеto remove the solvent
3. 3
   workup.DISSOLUTIONThe residue is dissolved in ether
4. 4
   Промывкаwashed with a 10% aqueous solution of sodium hydroxide
5. 5
   Другоеa saline solution, dried
6. 6
   Другоеevaporated

Методика

To a solution of 4-aminomethyl-2,3,4,9-tetrahydrothiopyrano[2,3-b]indole (150 mg) in methanol (5 ml) are added a solution of benzaldehyde (76 mg) in methanol (1.5 ml) and sodium cyanoborohydride (132 mg). The mixture is adjusted to pH 7 with a solution of hydrochloride in methanol, stirred at room temperature for 1 hour and evaporated to remove the solvent. The residue is dissolved in ether, washed with a 10% aqueous solution of sodium hydroxide and a saline solution, dried and evaporated to give the title compound (210 mg).

Источник