반응 #1121719

ord-c1a329476a5b471da018a55d11824810

반응 방정식

CCN(CC)CC
triethylamine
CC(C)(C)c1ccc(C(=O)Cl)cc1
4-tert-butylbenzoyl chloride
CN1CCN(C)C1=O
1,3-dimethyl-2-imidazolidinone
COc1ccc(C(C)=O)cc1
4-methoxyacetophenone
C=C(OC(=O)c1ccc(C(C)(C)C)cc1)c1ccc(OC)cc1
1-(4-methoxyphenyl)-vinyl 4-tert-butylbenzoate
수율 25.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The first collected fraction was purified by flash chromatography (hexane/dichloromethane 3:2)

실험 절차

4-tert-butylbenzoyl chloride (1.78 g, 9 mmol), 0.47 g of cuprous chloride and 4 mL of 1,3-dimethyl-2-imidazolidinone were added to crude 4-methoxyacetophenone trimethylsilylenol (4.3 mmol). After stirring the solution for 21 hours at room temperature, 1 mL of triethylamine and 10 mL of chloroform were added. Then the solution was chromatographied through flash silica column (hexane/ethyl acetate 10:1). The first collected fraction was purified by flash chromatography (hexane/dichloromethane 3:2) giving 0.34 g of 1-(4-methoxyphenyl)-vinyl 4-tert-butylbenzoate. Yield 25%.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08545816B2uspto-grants-2013_10