تفاعل #67295

معادلة التفاعل

2-{[2-(benzyloxy)-3-fluorophenoxy]methyl}oxirane

triethylsilane

→

title compound

المردود 65.1%

2-FLUORO-6-(OXIRAN-2-YLMETHOXY)PHENOL

المردود 65.1%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   ترشيحfiltered through Celite
2. 2
   أخرىThe solvent was evaporated
3. 3
   workup.ADDITIONNa2CO3 (10%) was added
4. 4
   استخلاصthe solution was extracted with EtOAc
5. 5
   تجفيفThe combined organic phases were dried (Na2SO4)
6. 6
   أخرىevaporated to dryness

الإجراء التجريبي

To a mixture of 2-{[2-(benzyloxy)-3-fluorophenoxy]methyl}oxirane (8 g, 29.2 mmol), ethanol (65 ml) and Pd/C (0.5 g) under N2, triethylsilane (9.3 ml, 58.2 mmol) was added dropwise. The solution was stirred for 16 h at room temperature and filtered through Celite. The solvent was evaporated, Na2CO3 (10%) was added and the solution was extracted with EtOAc. The combined organic phases were dried (Na2SO4) and evaporated to dryness. Flash column chromatography (isooctane/EtOAc) yielded the title compound (3.5 g). MS m/z (rel. intensity, 70 eV) 184 (M+, bp), 153 (44), 139 (31), 128 (99), 57 (23).

المصدر