تفاعل #156278

معادلة التفاعل

ethyl 3-[2-fluoro-4-[[5-(hydroxymethyl)-4-methoxy-2-thienyl]methoxy]phenyl]propanoate

Dess-Martin periodinane

→

title compound

المردود 50.8%

Ethyl 3-[2-fluoro-4-[(5-formyl-4-methoxy-2-thienyl)methoxy]phenyl]propanoate

المردود 50.8%

المذيبات

water

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with ethyl acetate
2. 2
   غسيلwashed with water (15 mL), brine (15 mL)
3. 3
   تجفيفdried over sodium sulfate
4. 4
   ترشيحfiltered
5. 5
   أخرىevaporated to dryness
6. 6
   أخرىThe crude material is purified by silica gel chromatography
7. 7
   غسيلeluting with hexane:ethyl acetate (8.8:1.2)

الإجراء التجريبي

To a solution of ethyl 3-[2-fluoro-4-[[5-(hydroxymethyl)-4-methoxy-2-thienyl]methoxy]phenyl]propanoate (1.6 g, 4.3 mmol) in anhydrous dichloromethane (10 mL), cooled to 0° C., is added Dess-Martin periodinane (2.76 g, 6.5 mmol). The reaction mixture is warmed to room temperature and stirred for 2 hours. The reaction mixture is diluted with water (15 mL), extracted with ethyl acetate, washed with water (15 mL), brine (15 mL), dried over sodium sulfate, filtered, and evaporated to dryness. The crude material is purified by silica gel chromatography eluting with hexane:ethyl acetate (8.8:1.2) to give the title compound (0.8 g, 50%). ESI/MS m/z 367.1 (M+H)+.

المصدر