反应详情

23.6 g (0.2 mol) of ethyl (S)-(−)-lactate, dissolved in 100 ml of THF, are added to a suspension of 8.0 g (0.2 mol) of NaH in 150 ml THF. When the addition is complete, 36.3 g (0.3 mol) of allyl bromide, dissolved in 10 ml of THF, are added dropwise. Some KI is then added and the mixture is refluxed for 16 h. The mixture is then cooled and the reaction is quenched with 100 ml of 2N HCl. The aqueous phase is extracted twice more with Et2O before the combined organic phases are dried over Na2SO4. The mixture is then filtered and the filtrate is evaporated to dryness on a rotary evaporator, giving 31.7 g of crude product (GC purity 89.0%), which is used in the next reactions without further purification.

1. additionWhen the addition
2. additionare added dropwise
3. additionSome KI is then added
4. temperaturethe mixture is refluxed for 16 h
5. temperatureThe mixture is then cooled
6. customthe reaction is quenched with 100 ml of 2N HCl
7. extractionThe aqueous phase is extracted twice more with Et2O before the combined organic phases
8. dry with materialare dried over Na2SO4
9. filtrationThe mixture is then filtered
10. customthe filtrate is evaporated to dryness on a rotary evaporator