反应详情

温度

70 °C

To a solution of 5-cyclohex-1-enyl-3-[(trans-4-methoxymethoxy-cyclohexyl)-(trans-4-methyl-cyclohexanecarbonyl)-amino]-thiophene-2-carboxylic acid methyl ester (775 mg, 1.54 mmol) in THF: H2O: MeOH (3:1:2) (10 mL), was added LiOH in water (1N) (4.6 mL, 4.6 mmol). The reaction mixture was stirred at 70° C. for 5 h. The mixture was concentrated under reduced pressure on a rotary evaporator and the residue was treated with a solution of 0.1 N HCl and extracted in EtOAc. The EtOAc layer was dried over Na2SO4. Filtration and removal of the solvent under reduced pressure on a rotary evaporator followed by HPLC purification afforded 5-cyclohex-1-enyl-3-[(trans-4-methoxymethoxy-cyclohexyl)-(trans-4-methyl-cyclohexanecarbonyl)-amino]-thiophene-2-carboxylic acid (380 mg, 50%) as a foam.

1. concentrationThe mixture was concentrated under reduced pressure on a rotary evaporator
2. additionthe residue was treated with a solution of 0.1 N HCl
3. extractionextracted in EtOAc
4. dry with materialThe EtOAc layer was dried over Na2SO4
5. filtrationFiltration and removal of the solvent under reduced pressure
6. customon a rotary evaporator
7. customfollowed by HPLC purification