反应详情

温度

100 °C

A mixture of methyl (1aRS,7bSR)-5-{2[(Z)-3-(propan-2-yl)aminoprop-1-enyl]-4-fluorobenzenesulfonylamino}-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate (Intermediate 69, 0.12 g) and lithium hydroxide monohydrate (0.1 g) in a mixture of dioxane (10 mL) and water (5 mL) was stirred and heated at 100° C. overnight. After cooling, the mixture was concentrated under vacuum and the residue was acidified to pH4 with formic acid then extracted with a mixture of ethyl acetate and THF (1:1). The organic phase was dried (Na2SO4) and filtered. The filtrate was evaporated to dryness and the residue was dissolved in ethyl acetate (2 mL) and hexane was added (10 mL). The solid was collected by filtration and washed with ether to give (1aRS,7bSR)-5-{2[(Z)-3-(propan-2-yl)aminoprop-1-enyl]-4-fluorobenzene-sulfonylamino}-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid (0.04 g) as an off white solid.

1. temperatureAfter cooling
2. concentrationthe mixture was concentrated under vacuum
3. extractionthen extracted with a mixture of ethyl acetate and THF (1:1)
4. dry with materialThe organic phase was dried (Na2SO4)
5. filtrationfiltered
6. customThe filtrate was evaporated to dryness
7. dissolutionthe residue was dissolved in ethyl acetate (2 mL)
8. additionhexane was added (10 mL)
9. filtrationThe solid was collected by filtration
10. washwashed with ether