반응 #1119079

반응 방정식

2-(3-cyano-4-methylphenyl)-5,6,7,8-tetrahydro-4H-thiazolo[5,4-b]azepine

sodium borohydride

hydrochloric acid

→

title compound

수율 22.7%

2-(3-Aminomethyl-4-methylphenyl)-5,6,7,8-tetrahydro-4H-thiazolo [5,4-b]azepine dihydrochloride

수율 22.7%

용매

methanol

tetrahydrofuran

반응 조건

후처리

1. 1
   온도cooled
2. 2
   추출the reaction mixture was extracted with diethyl ether
3. 3
   추출extracted with chloroform
4. 4
   건조The extract was dried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONdistilled under reduced pressure
6. 6
   기타to remove the solvent
7. 7
   기타The residue was purified by a column chromatography on silica gel

실험 절차

Then, a solution of 2-(3-cyano-4-methylphenyl)-5,6,7,8-tetrahydro-4H-thiazolo[5,4-b]azepine (6.12 g) and cobalt chloride hexahydrate (10.8 g) in a mixture of methanol (30 ml) and tetrahydrofuran (20 ml) was ice-cooled, followed by adding a powder of sodium borohydride (8.6 g) gradually, and further stirred for 1 hr. at the same temperature. After acidifying with an aqueous 4N-hydrochloric acid, the reaction mixture was extracted with diethyl ether, the aqueous layer was alkalified with an aqueous ammonia and extracted with chloroform. The extract was dried over anhydrous magnesium sulfate and distilled under reduced pressure to remove the solvent. The residue was purified by a column chromatography on silica gel, and neutralized with hydrogen chloride to give the title compound (yield 22.7%). m.p. 245°-248° (recrystallized from methanol).

출처