반응 #167479

반응 방정식

2-(2,2-dimethoxy-ethoxy)-ethanol

triethylamine

2-bromo-2-methylpropionyl bromide

→

2-Bromo-2-methyl-propionic acid 2-(2,2-dimethoxy-ethoxy)-ethyl ester

용매

methylene chloride

반응 조건

후처리

1. 1
   여과The reaction mixture was filtered
2. 2
   세척the filtrate was washed with saturated sodium bicarbonate
3. 3
   건조dried with magnesium sulfate
4. 4
   기타The solvent was removed
5. 5
   기타the yellow oil purified by column chromatography

실험 절차

A solution of 2-(2,2-dimethoxy-ethoxy)-ethanol (2.20 g, 14.6 mmol) from Example 9 in dry triethylamine (3.0 mL, 21 mmol) and dry methylene chloride (30 mL) was stirred at 0° C. 2-bromo-2-methylpropionyl bromide (1.7 mL, 14 mmol) methylene chloride (10 mL) was then added to the alcohol over a 15 minute period. The reaction mixture was warmed to room temperature and stirred overnight. The reaction mixture was filtered, the filtrate was washed with saturated sodium bicarbonate, and dried with magnesium sulfate. The solvent was removed and the yellow oil purified by column chromatography. 1H NMR (300 MHz, CDCl3): δ=1.78 (s, 6H), 3.31 (s, 6H), 3.49 (d, 2H), 3.68 (t, 2H), 4.25 (t, 2H), 4.46 (t, 1H) 13C NMR (300 MHz, CDCl3): δ=31.23, 55.85, 56.15, 65.58, 69.55, 71.44, 103.09, 172.07.

출처