咪唑 → 1-溴-4-叔丁基二甲基硅烷氧甲基苯

HRID 73136

反应方程式

HRID 73136 反应方程式
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][OH:7])=[CH:4][CH:3]=1.[C:10]([Si:14](Cl)([CH3:16])[CH3:15])([CH3:13])([CH3:12])[CH3:11].N1C=CN=C1>CN(C=O)C>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][O:7][Si:14]([C:10]([CH3:13])([CH3:12])[CH3:11])([CH3:16])[CH3:15])=[CH:4][CH:3]=1

参与物

5

反应物 3

HCID 795咪唑HCID 28928叔丁基二甲基氯硅烷HCID 701194-溴苄醇

产物 1

HCID 108595831-溴-4-叔丁基二甲基硅烷氧甲基苯收率 89.3%

试剂、催化剂与溶剂 1

HCID 6228N,N-二甲基甲酰胺溶剂

实验过程

4-Bromobenzyl alcohol (50.00 g, 267.3 mmol), tert.-butyldimethylsilyl chloride (52.38 g, 347.5 mmol), and imidazole (23.66 g, 347.5 mmol) were dissolved in anhydrous DMF (300 mL). This solution was allowed to stir at room temperature overnight and then poured into ice-water (600 mL). The organic layer was separated off and washed with saturated aqueous sodium bicarbonate (2×200 mL) and water (2×200 mL). We obtained colorless oil (71.9 g, 88%): 1H NMR (CDCl3): δ 0.10 (s, (CH3)2Si), 0.94 (s, (CH3)3C), 4.7 (s, CH2O), 7.20 (d, J=7.8 Hz, C6H4), 7.45 (d, J=7.8 Hz, C6H4); 13C NMR (CDCl3): δ.

后处理

  1. customThe organic layer was separated off
  2. washwashed with saturated aqueous sodium bicarbonate (2×200 mL) and water (2×200 mL)

来源与证据

ORD记录
ord-ec9cded50846470ea94b58b2ff5bc129
来源数据集
uspto-grants-2014_09
专利号
US08829033B2

关联笔记

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