تفاعل #52986

ord-5a5ba54c17ac44b8bce09720bb95188c

معادلة التفاعل

COc1cc(CO)cc(OC)c1
3,5-dimethoxybenzyl alcohol
CC(C)(C)[Si](Cl)(c1ccccc1)c1ccccc1
tert-butyl-diphenylsilyl chloride
c1c[nH]cn1
imidazole
COc1cc(CO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)cc(OC)c1
3,5-dimethoxybenzyl tert-butyldiphenylsilyl ether
المردود 87.9%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىDMF was evaporated
  2. 2
    أخرىthe residue was purified by column chromatography (silica gel; eluent: hexane to hexane/EtOAc 20% )

الإجراء التجريبي

A mixture of 3,5-dimethoxybenzyl alcohol (4.0 g), tert-butyl-diphenylsilyl chloride (6.54 g) and imidazole (3.28 g) in DMF (60 mL) was stirred at room temperature for 24 h. DMF was evaporated and the residue was purified by column chromatography (silica gel; eluent: hexane to hexane/EtOAc 20% ) to yield 8.5 g of 3,5-dimethoxybenzyl tert-butyldiphenylsilyl ether. ESMS: m/z 407 (MH+).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06855843B2uspto-grants-2005_02