咪唑 → Tert-butyl((2-iodoallyl)oxy)dimethylsilane

HRID 81237笔记

反应方程式

HRID 81237 反应方程式
[I:1][C:2](=[CH2:5])[CH2:3][OH:4].N1C=CN=C1.[Si:11](Cl)([C:14]([CH3:17])([CH3:16])[CH3:15])([CH3:13])[CH3:12]>ClCCl>[C:14]([Si:11]([O:4][CH2:3][C:2]([I:1])=[CH2:5])([CH3:13])[CH3:12])([CH3:17])([CH3:16])[CH3:15]

参与物

5

反应物 3

HCID 795咪唑HCID 28928叔丁基二甲基氯硅烷HCID 112754172-碘-2-丙烯-1-醇

产物 1

HCID 11426495Tert-butyl((2-iodoallyl)oxy)dimethylsilane

试剂、催化剂与溶剂 1

HCID 6344二氯甲烷溶剂

实验过程

A stirred solution of 2-iodoprop-2-en-1-ol (24 g, 130.4 mmol) in dry dichloromethane (500 mL) was cooled to 0° C. Imidazole (17.75 g, 260.9 mmol) was added in several portions, and the mixture was stirred for 10 minutes. Tert-butyldimethylsilyl chloride (29.49 g, 195.9 mmol) was added in several portions at 0° C., and the reaction mixture was slowly warmed to room temperature and stirred for 3 h. The reaction mixture was quenched with water (100 mL), and the organic phase was separated. The organic phase was washed with brine (100 mL), dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure (water bath temperature <25° C.). The residue was purified by column chromatography using 100% petroleum ether as eluent to afford tert-butyl((2-iodoallyl)oxy)dimethylsilane.

后处理

  1. stirringstirred for 3 h
  2. customThe reaction mixture was quenched with water (100 mL)
  3. customthe organic phase was separated
  4. washThe organic phase was washed with brine (100 mL)
  5. dry with materialdried over anhydrous Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure (water bath temperature <25° C.)
  8. customThe residue was purified by column chromatography

来源与证据

ORD记录
ord-abb46fdace014b408d92e178188138d9
来源数据集
uspto-grants-2014_09
专利号
US08846657B2

反应笔记

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