反应详情

温度

60 °C

0.4 ml of 1M potassium hydroxide solution were added to a solution of 80 mg (0.17 mmol) of methyl (E)-4-[[5-(3,4-dichlorostyryl)-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]methyl]benzoate in 8 ml of methanol. The mixture was heated at 60° C. for 4 hours then left at room temperature for 3 days. A further 0.2 ml of 1M potassium hydroxide solution were added followed by heating at 60° C. for 4 hours. The solvent was removed by evaporation and the residue dissolved in diethyl ether and water. The aqueous phase was separated, acidified with acetic acid and extracted three times with ethyl acetate. The combined organic extracts were dried over magnesium sulphate, filtered and evaporated to dryness. The residue was chromatographed on silica gel using dichloromethane/methanol/acetic acid/water (120:15:3:2) for the elution. The product was dissolved in a mixture of 10 ml of acetone and 0.2 ml of concentrated hydrochloric acid, evaporated to dryness and the residue triturated with diethyl ether. There was obtained 55 mg of (E)-4-[[5-(3,4-dichlorostyryl)-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]methyl]benzoic acid dihydrochloride MS: m/e 451 [M+H]+.

1. temperatureby heating at 60° C. for 4 hours
2. customThe solvent was removed by evaporation
3. dissolutionthe residue dissolved in diethyl ether
4. customThe aqueous phase was separated
5. extractionextracted three times with ethyl acetate
6. dry with materialThe combined organic extracts were dried over magnesium sulphate
7. filtrationfiltered
8. customevaporated to dryness
9. customThe residue was chromatographed on silica gel
10. washfor the elution
11. dissolutionThe product was dissolved in a mixture of 10 ml of acetone and 0.2 ml of concentrated hydrochloric acid
12. customevaporated to dryness
13. customthe residue triturated with diethyl ether