반응 #656151

반응 방정식

1,3-propane-diol

benzyl bromide

HCl

Potassium-t-butoxide

→

oil

수율 97.5%

3-Benzyloxy-1-propanol

수율 97.5%

용매

tetrahydrofuran

water

반응 조건

후처리

1. 1
   온도maintaining the temperature below +20° C
2. 2
   농축After saturating with NaCl
3. 3
   추출the mixture is extracted with ether (1.5 L)
4. 4
   세척The organic phase is washed with water (3×)
5. 5
   건조dried (Na2SO4)
6. 6
   기타evaporated

실험 절차

In a 2 L flask, a solution of 1,3-propane-diol (3) (38 g, 0.5 moles) and benzyl bromide (85.5 g, 0.5 moles) in dry tetrahydrofuran (500 mL) is cooled to 0° C. (internal temperature) using ice/salt mixture. Potassium-t-butoxide (56 g, 0.5 moles) is added in portions, maintaining the temperature below +20° C. The mixture is stirred at room temperature overnight, then poured into 2N HCl (1 L) and water (1 L). After saturating with NaCl, the mixture is extracted with ether (1.5 L). The organic phase is washed with water (3×), dried (Na2SO4) and evaporated to give an oil (81 g). This is distilled (oil pump) to give pure 14 as a colourless liquid: 58.5 g (70%), bp about 0.05 95°-105° C.

출처