HRID1728292

反应详情

EQUATION

反应方程式

HRID 1728292 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
50 °C

PROCEDURE

实验过程

A mixture of triiodophenol (10.0 g, 21.2 mmol), milled potassium carbonate (3.1 g, 22.5 mmol, 1.06 eq) and geranyl bromide (4.0 ml, 20.2 mmol) in dimethyl formamide (25 ml) was heated to 50° C. for 2 hrs and cooled. The mixture was poured into 300 ml of water and extracted with ethyl acetate. The ethyl acetate extract was filtered through a short pad of silica gel, then alumina, eluting with ethyl acetate-hexanes (1:1). The eluent was concentrated under high vacuum to give the product in 87% yield as an oil. Title Compound: 1H (300 MHz) and 13C (75 MHz) NMR spectra were consistent with the desired structure. Calculated for C16H19I3O: C, 31.61; H, 3.15; I, 62.61. Found: C, 31.84; H, 3.06; I, 62.60.

WORKUP

后处理

  1. temperaturecooled
  2. extractionextracted with ethyl acetate
  3. extractionThe ethyl acetate extract
  4. filtrationwas filtered through a short pad of silica gel
  5. washalumina, eluting with ethyl acetate-hexanes (1:1)
  6. concentrationThe eluent was concentrated under high vacuum
  7. customto give the product in 87% yield as an oil