تفاعل #44504

ord-84851ac9e32e4a5d977463b84fec4a0b

معادلة التفاعل

OC1CCC=CCC1
product
OC1CCC=CCC1
Cyclohept-4-enol
c1c[nH]cn1
imidazole
CC(C)(C)[Si](Cl)(c1ccccc1)c1ccccc1
Tert-butyl-chlorodiphenylsilane
CC(C)(C)[Si](OC1CCC=CCC1)(c1ccccc1)c1ccccc1
title compound
CC(C)(C)[Si](OC1CCC=CCC1)(c1ccccc1)c1ccccc1
tert-butyl-(cyclohept-4-enyloxy)-diphenyl-silane

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe reaction was partitioned between ethyl acetate and water
  2. 2
    غسيلThe organic layer was washed with brine (25 mL)
  3. 3
    تجفيفdried with MgSO4
  4. 4
    ترشيحfiltered
  5. 5
    أخرىsolvent evaporated in vacuo
  6. 6
    أخرىThe crude product was purified by flash column chromatography (hexanes:ethyl acetate 100:0 to 90:10)

الإجراء التجريبي

A solution of the product of Example 8B (1.57 g, 14.05 mmoles), imidazole (1.43 g, 21.08 mmoles), and Tert-butyl-chlorodiphenylsilane (4.76 gm, 17.4 mmoles) in N,N-dimethylformamide (10 mL) was stirred for five hours at 23° C. The reaction was partitioned between ethyl acetate and water. The organic layer was washed with brine (25 mL), dried with MgSO4, filtered, and solvent evaporated in vacuo. The crude product was purified by flash column chromatography (hexanes:ethyl acetate 100:0 to 90:10) to provide the title compound as an oil.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07737137B2uspto-grants-2010_06