تفاعل #49843

ord-d03018394fe041c8b75f8e996360287f

معادلة التفاعل

OCc1cncc(Br)c1
5-bromopyridin-3-ylmethanol
CC(C)(C)[Si](Cl)(c1ccccc1)c1ccccc1
tert-butylchlorodiphenylsilane
c1c[nH]cn1
imidazole
CC(C)(C)[Si](OCc1cncc(Br)c1)(c1ccccc1)c1ccccc1
product
CC(C)(C)[Si](OCc1cncc(Br)c1)(c1ccccc1)c1ccccc1
5-Bromo-O-tert-butyldiphenylsilylpyridin-3-ylmethanol

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحand filtered
  2. 2
    أخرىThe filtrate was evaporated
  3. 3
    أخرىthe residue chromatographed on silica gel eluting with a 1:7 mixture of EtOAc and hexane

الإجراء التجريبي

To a solution of 5-bromopyridin-3-ylmethanol (Chem. Pharm. Bull. 1990, 38, 2446) (29 g, 154 mmoL) and tert-butylchlorodiphenylsilane (47.5 g, 173 mmoL) in CH2Cl2 (500 mL) at r.t., there was added imidazole (15.8 g, 232 mmoL). The mixture was stirred for 1 hr. and filtered. The filtrate was evaporated and the residue chromatographed on silica gel eluting with a 1:7 mixture of EtOAc and hexane, to afford the product as a colorless oil.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05424320uspto-grants-1995_06