تفاعل #69512

معادلة التفاعل

p-toluenesulfonyl chloride

dichloromethane

2-methoxypropan-1-ol

pyridine

→

title compound

المردود 71.9%

2-Methoxypropyl 4-methylbenzenesulfonate

المردود 71.9%

المذيبات

ethyl acetate

water

n-heptane ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for five hours
2. 2
   workup.STIRRINGAfter thoroughly shaking the mixture
3. 3
   أخرىthe organic layer was separated
4. 4
   غسيلthe organic layer was washed with brine
5. 5
   تجفيفdried over anhydrous magnesium sulfate
6. 6
   ترشيحThe mixture was filtered
7. 7
   workup.DISTILLATIONthe solvent in the filtrate was then distilled off under reduced pressure
8. 8
   أخرىThe residue was purified by silica gel column chromatography (a mixed solvent of n-heptane and ethyl acetate

الإجراء التجريبي

To dichloromethane (30 mL) mixture of 2-methoxypropan-1-ol (1.6 g, 17.8 mmol) and pyridine (20.0 mL), was added p-toluenesulfonyl chloride (4.07 g, 21.4 mmol) while stirring on ice, and the mixture was stirred at room temperature for five hours. To the mixture, were added water and ethyl acetate. After thoroughly shaking the mixture, the organic layer was separated, and the organic layer was washed with brine and dried over anhydrous magnesium sulfate. The mixture was filtered, and the solvent in the filtrate was then distilled off under reduced pressure. The residue was purified by silica gel column chromatography (a mixed solvent of n-heptane and ethyl acetate: n-heptane/ethyl acetate=2/1) to obtain the title compound (3.12 g, 12.8 mmol).

المصدر