Реакция #1973932

Уравнение реакции

alcohol

3-Hydroxy-3-methylbutyl 4-methylbenzenesulfonate

H2O

acetyl chloride

→

crude product

2-Methyl-4-(tosyloxy)butan-2-yl acetate

Растворители

methylene chloride

methylene chloride

Условия реакции

Обработка

1. 1
   ДругоеThe reaction on completion
2. 2
   Промывкаwashed with saturated sodium bicarbonate (2×10 mL), brine (1×10 mL)
3. 3
   Другоеdried
4. 4
   ДругоеThe solvent is evaporated

Методика

To a mixture of the alcohol 2 (0.500 g, 1.937 mmol), ZrOCl28.H2O (0.0031 g, 0.5 mol %) in methylene chloride (5 mL), acetyl chloride (0.304 g, 3.87 mmol) is added and the reaction is stirred for overnight at 20° C. The reaction on completion, is diluted with methylene chloride (5 mL) and washed with saturated sodium bicarbonate (2×10 mL), brine (1×10 mL) and dried. The solvent is evaporated to get the crude product. 1H NMR (400 MHz, CDCl3): δ 1.54 (s, 6H), 1.59 (s, 3H), 2.14-2.07 (m, 2H), 2.43 (s, 3H), 4.26 (dt, J=6.9, 13.5, 3H), 7.33 (d, J=7.9, 2H), 7.77 (d, J=8.2, 2H).

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