反应详情

To a solution of 5-hydroxy-2-methyl-1H-indole-3-acetic acid (7.17 g, 35.0 mmol) in methanol (40 mL) is added sodium methoxide (70 mmol). The solution is evaporated, dimethylformamide (40 mL) is added followed by hexyl iodide (35.0 mmol). After 2 days the solvent is removed and the residue is partitioned between ethyl acetate and pH=4 buffer. The organic layer is separated, dried over MgSO4 and evaporated to 8.6 g of a brown solid. Recrystallization from ethanol/water affords 6.23 g (62%) of white crystals, m.p. 65°-67° C.

1. customThe solution is evaporated
2. additiondimethylformamide (40 mL) is added
3. customAfter 2 days the solvent is removed
4. customthe residue is partitioned between ethyl acetate and pH=4 buffer
5. customThe organic layer is separated
6. dry with materialdried over MgSO4
7. customevaporated to 8.6 g of a brown solid
8. customRecrystallization from ethanol/water