تفاعل #52983

ord-4b8ebf0f858447abb7f17f0abe7bc319

معادلة التفاعل

COc1cc(CO)cc(OC)c1
3,5-dimethoxybenzyl alcohol
CC(C)(C)[Si](Cl)(c1ccccc1)c1ccccc1
t-butyl-diphenylsilyl chloride
c1c[nH]cn1
imidazole
COc1cc(CO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)cc(OC)c1
3,5-dimethoxy-1-[(t-butyldiphenylsilyloxy)methyl]benzene
المردود 87.9%

الكواشف

لا شيء

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), t-butyl-diphenylsilyl chloride (6.54 g) and imidazole (3.28 g) in DML (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-dimethoxy-1-[(t-butyldiphenylsilyloxy)methyl]benzene. ESMS: m/z 407 (MH+).

المصدر

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