反応 #75899

反応方程式

Water

(5-chloro-1-ethyl-3-methyl-1H-pyrazol-4-yl)-phenyl-methanone

4-methoxyphenol

sodium hydride

→

[1-ethyl-5-(4-methoxyphenoxy)-3-methyl-1H-pyrazol-4-yl]-phenyl-methanone

収率 57.3%

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   抽出the mixture was extracted three times with 10 ml of dichloromethane
2. 2
   乾燥The combined extracts were dried over magnesium sulphate
3. 3
   ろ過filtered
4. 4
   その他evaporated
5. 5
   その他The residue was purified by flash chromatography on silica gel
6. 6
   洗浄for the elution

実験手順

A mixture of 129 mg of (5-chloro-1-ethyl-3-methyl-1H-pyrazol-4-yl)-phenyl-methanone, 141 mg of 4-methoxyphenol and 33 mg of sodium hydride (60% in mineral oil) in 3 ml of anhydrous N,N-dimethylformamide was stirred under nitrogen at 110° C. for 5 h. Water (8 ml) was added and the mixture was extracted three times with 10 ml of dichloromethane. The combined extracts were dried over magnesium sulphate, filtered and evaporated. The residue was purified by flash chromatography on silica gel using ethyl acetate/petroleum ether (bp 40-60° C.) (1:3) for the elution to give 100 mg of [1-ethyl-5-(4-methoxyphenoxy)-3-methyl-1H-pyrazol-4-yl]-phenyl-methanone as a yellow oil. Mass spectrum (ES) m/z 337 [M]+, 378 [M+H+CH3CN]+.

出典