反应详情

To a solution of (+) Methyl (1S, 2R, 3S)-3-(2-carbomethoxymethoxy-4-methoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylate (49.2 g) in isopropanol (1000 mL) and water (48 mL) was added a 50% aqueous solution of sodium hydroxide (179.4 g). The mixture was stirred under nitrogen for 16 hours then concentrated to approximately 200 mL. Water (400 mL) was added and the solution was extracted with t-butyl methyl ether (300 mL). The aqueous layer was acidified with dilute HCl and extracted twice with 300 mL portions of TBME. The organic layer was washed 4 times with water (4×200 mL), then concentrated under reduced pressure. Absolute ethanol was added (400 mL) and the solution was further concentrated to approximately 150 mL. The solution was diluted to 800 mL with absolute ethanol and 60 mL of water. The solution was titrated to pH=11-12 with 1.25 N sodium hydroxide solution then after stirring for 15 minutes, concentrated to an oil. Absolute ethanol (250 mL) was added and the solution reconcentrated to a solid which was triturated with hexane, and filtered. The solid was dried to a constant weight to afford (+) (1S, 2R, 3S)-3-(2-carboxymethoxy-4-methoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylic acid disodium salt.

1. concentrationthen concentrated to approximately 200 mL
2. additionWater (400 mL) was added
3. extractionthe solution was extracted with t-butyl methyl ether (300 mL)
4. extractionextracted twice with 300 mL portions of TBME
5. washThe organic layer was washed 4 times with water (4×200 mL)
6. concentrationconcentrated under reduced pressure
7. additionAbsolute ethanol was added (400 mL)
8. concentrationthe solution was further concentrated to approximately 150 mL
9. additionThe solution was diluted to 800 mL with absolute ethanol and 60 mL of water
10. stirringafter stirring for 15 minutes
11. concentrationconcentrated to an oil
12. additionAbsolute ethanol (250 mL) was added
13. customwas triturated with hexane
14. filtrationfiltered
15. customThe solid was dried to a constant weight