HRID1757221

反应详情

EQUATION

反应方程式

HRID 1757221 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

A solution of 0.200 g of 9-hydroxy-3-(2-(3-furyl)ethyl)-spiro[5.5]-undecane (I-ap, Ex. 38) and 0.11 ml of thiolacetic acid in 9 ml of anhydrous tetrahydrofuran was added to a solution of 0.40 g of triphenylphosphine and 0.30 ml of diisopropyl azodicarboxylate in 1 ml of anhydrous tetrahydrofuran, and the mixture stirred at 0° C. under argon atmosphere for 2 hrs. Silica gel was then added, the mixture was evaporated to dryness and the residue purified by chromatography (SiO2 ; n-hexane/diethylether 90/10) to give 0.120 g of 9-acetylthio-3-(2(3-furyl)ethyl)-spiro[5.5]undecane as a light oil. TLC: Rf=0.72 (SiO2 plates, n-hexane/diethylether 90/10). 1H-NMR (300 MHz, CDCl3, ppm from TMS): 7.40 (1H, m), 7.21 (1H, m), 6.25 (1H, m), 3.48 (1H, m), 2.48 (2H, t), 2.30 (3H, s), 1.90-0.85 (19H, m).

WORKUP

后处理

  1. additionSilica gel was then added
  2. customthe mixture was evaporated to dryness
  3. customthe residue purified by chromatography (SiO2 ; n-hexane/diethylether 90/10)