反应详情

A mixture of methyl cis-(1aRS,7bSR)-1,1-dibromo-5-methoxymethyl-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate (Intermediate 8, 1.06 g), zinc dust (4.14 g), and ammonium chloride (1.75 g) in absolute ethanol (100 mL) was stirred and heated at reflux for 6 hours. Further zinc dust (2.0 g) and ammonium chloride (0.9 g) were added and the mixture was stirred and heated at reflux overnight. After cooling, the mixture was filtered through Celite and the filtrate was evaporated to dryness. The residue was partitioned between DCM and water and the organic layer was dried (MgSO4) and filtered. The filtrate was evaporated to dryness to give methyl cis-(1aRS,7bSR)-5-methoxymethyl-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate (0.63 g) as an oil.

1. temperatureheated
2. temperatureat reflux for 6 hours
3. stirringthe mixture was stirred
4. temperatureheated
5. temperatureat reflux overnight
6. temperatureAfter cooling
7. filtrationthe mixture was filtered through Celite
8. customthe filtrate was evaporated to dryness
9. customThe residue was partitioned between DCM and water
10. dry with materialthe organic layer was dried (MgSO4)
11. filtrationfiltered
12. customThe filtrate was evaporated to dryness