반응 #6438

반응 방정식

4,6-Bis(1,1-dimethylethyl) 5 hydroxy-2-methyl pyrimidine

sodium hydride

2-Methoxyethoxymethyl chloride

→

crude product

4,6-Bis(1,1-dimethylethyl)-5-[(2 methoxyethoxy)methoxy]-2-methylpyrimidine

용매

tetrahydrofuran

THF

반응 조건

후처리

1. 1
   기타the reaction is quenched by the addition of saturated ammonium chloride
2. 2
   기타the tetrahydrofuran is evaporated
3. 3
   추출The organics are extracted into 300 mL of ether
4. 4
   세척The ether is washed with 100 mL of brine
5. 5
   건조dried over magnesium sulfate
6. 6
   기타Evaporation of the solvent

실험 절차

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.

출처