反応 #75567

反応方程式

2-[2-(5-Bromo-2-methoxy-phenyl)-ethyl]-3-chloro-dithiobenzoic acid ethyl ester

trans-1,2 diaminocyclohexane

HCl

→

product

2-{2[2-(5-Bromo-2-methoxy-phenyl)-ethyl]-3-chloro-phenyl}-3a,4,5,6,7,7a-hexahydro-1H-benzoimidazole

溶媒

water

反応条件

後処理

1. 1
   抽出extracted with methylene chloride twice
2. 2
   洗浄The organic extracts were washed with brine
3. 3
   乾燥dried (MgSO4)
4. 4
   その他evaporated
5. 5
   その他The residue was chromatographed on silica gel (eluting with 95:5 CH2Cl2/methanol)
6. 6
   その他to give a yellow oil
7. 7
   その他evaporated

実験手順

As shown in Scheme 12, a solution of 187 mg (0.43 mmol) of 2-[2-(5-Bromo-2-methoxy-phenyl)-ethyl]-3-chloro-dithiobenzoic acid ethyl ester in 2.5 mL of trans-1,2 diaminocyclohexane was heated to 110° C. in a sealed pressure tube for 12 hours. The reaction mixture was diluted with water and extracted with methylene chloride twice. The organic extracts were washed with brine, dried (MgSO4) and evaporated. The residue was chromatographed on silica gel (eluting with 95:5 CH2Cl2/methanol) to give a yellow oil. The oil was treated with methanolic HCl and evaporated to yield 34 mg of product as a pure hydrochloride salt.

出典