反应详情

8.7 g. 4-(2,3-epoxypropoxy)-6-hydroxymethyl-indole (cf. the preparation of the starting material in Example 15) were dissolved in 50 ml. anhydrous pyridine. To this solution were added dropwise, while stirring and cooling to 5° - 10° C., 5 ml. pivalic acid chloride, 1.5 - 2 hours after the ending of the addition, the reaction mixture was poured into ice water. The aqueous phase was extracted 3 or 4 times with diethyl ether. The ethereal extract was successively washed with 1N sulfuric acid, a saturated aqueous solution of sodium bicarbonate and water, then dried, treated with active charcoal and fullers' earth and subsequently evaporated. The crude (4-(2,3-epoxypropoxy)-6-pivaloyloxymethyl-indole thus obtained (12.5 g.; about 100% of theory) was further reacted without further purification.

1. customthe preparation of the starting material in Example 15)
2. dissolutionwere dissolved in 50 ml
3. additionTo this solution were added dropwise
4. temperaturecooling to 5° - 10° C.
5. extractionThe aqueous phase was extracted 3 or 4 times with diethyl ether
6. extractionThe ethereal extract
7. washwas successively washed with 1N sulfuric acid
8. dry with materiala saturated aqueous solution of sodium bicarbonate and water, then dried
9. additiontreated with active charcoal and fullers' earth
10. customsubsequently evaporated