氢化钠 → 4,6-Ditert-butyl-5-[(2-methoxyethoxy)methoxy]-2-methylpyrimidine

HRID 6342

反应方程式

HRID 6342 反应方程式
[CH3:1][C:2]([C:5]1[C:10]([OH:11])=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[N:8]=[C:7]([CH3:16])[N:6]=1)([CH3:4])[CH3:3].[H-].[Na+].[CH3:19][O:20][CH2:21][CH2:22][O:23][CH2:24]Cl>O1CCCC1>[CH3:4][C:2]([C:5]1[C:10]([O:11][CH2:19][O:20][CH2:21][CH2:22][O:23][CH3:24])=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[N:8]=[C:7]([CH3:16])[N:6]=1)([CH3:1])[CH3:3]

参与物

5

反应物 3

HCID 24758氢化钠HCID 775902-甲氧基乙氧基甲基氯HCID 98778664,6-Bis(1,1-dimethylethyl)-5-hydroxy 2-methylpyrimidine

产物 1

HCID 199229904,6-Ditert-butyl-5-[(2-methoxyethoxy)methoxy]-2-methylpyrimidine

试剂、催化剂与溶剂 1

HCID 8028四氢呋喃溶剂2 次

实验过程

4,6-Bis(1,1-dimethylethyl) 5 hydroxy-2-methyl pyrimidine (9.8 g, 44.1 mmoles) is dissolved in 100 mL of tetrahydrofuran and added dropwise to a suspension of sodium hydride (1.2 g, 48.5 mmoles) in THF (50 mL) at 0° C. The reaction mixture is warmed to room temperature over 15 minutes. 2-Methoxyethoxymethyl chloride (7.1 g, 57.3 mmoles) is added to the reaction mixture at room temperature. After being stirred at room temperature for 4 hours, the reaction is quenched by the addition of saturated ammonium chloride and the tetrahydrofuran is evaporated. The organics are extracted into 300 mL of ether. The ether is washed with 100 mL of brine and dried over magnesium sulfate. Evaporation of the solvent gives the crude product which is purified by flash chromatography (silica, 10% ether/hexane). Yield of 4,6 bis(1,1-dimethylethyl)-5-[(2-methoxyethoxy)methoxy]-2-methylpyrimidine=11.3 g (82%) as a clear oil.

后处理

  1. customthe reaction is quenched by the addition of saturated ammonium chloride
  2. customthe tetrahydrofuran is evaporated
  3. extractionThe organics are extracted into 300 mL of ether
  4. washThe ether is washed with 100 mL of brine
  5. dry with materialdried over magnesium sulfate
  6. customEvaporation of the solvent

来源与证据

ORD记录
ord-9502ecdb7f4d41659d2e170dd6a9e06b
来源数据集
uspto-grants-1993_09
专利号
US05248682

关联笔记

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