反应详情

2.0 g. (5.05 mm.) of 5,5-dimethyl-10-hydroxy-8-(4-fluorophenyl-1-methylbutyl)-2-(2-propynyl)-1,2,3,4-tetrahydro-5H[1]benzopyrano[3,4-d]pyridine are combined with 1.12 g. (5.05 mm.) of α-methyl-γ-piperidino butyric acid hydrochloride and 1.08 g. (5.25 mm.) of dicyclohexylcarbodiimide in 110 ml. of methylene chloride and the mixture is stirred at room temperature for 16 hours. After cooling for 4 hours, the by-product of dicyclohexylurea is removed by suction filtration. The mother liquor is evaporated to give a colorless foamy residue which is dissolved in a methylene chloride/cyclohexane mixture and stored for 16 hours in the cold. A small amount of solid is separated by gravity filtration, and the solvents are removed using a rotary evaporator. The residue is dried to give a colorless solid which is dissolved in a mixture of methylene chloride/diethyl ether and converted to the dihydrochloride by the addition of a solution of hydrogen chloride in diethyl ether. The solvents are decanted, and the gummy residue crystallized upon trituration with diethyl ether. The solid is filtered and recrystallized from 20 ml. of methylene chloride/20 ml. diethyl ether to give the desired product.

1. temperatureAfter cooling for 4 hours
2. customthe by-product of dicyclohexylurea is removed by suction filtration
3. customThe mother liquor is evaporated
4. customto give a colorless foamy residue which
5. customA small amount of solid is separated by gravity filtration
6. customthe solvents are removed
7. customa rotary evaporator
8. customThe residue is dried
9. customto give a colorless solid which
10. customThe solvents are decanted
11. customthe gummy residue crystallized upon trituration with diethyl ether
12. filtrationThe solid is filtered
13. customrecrystallized from 20 ml