反応 #1444778

反応方程式

4-chromanol

2,6-dichloropyrazine

→

2-Chloro-6-(3,4-dihydro-2H-chromen-4-yloxy)pyrazine

溶媒

dioxane

dichloromethane

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   workup.STIRRINGThe reaction mixture was stirred at room temperature for 15 min
3. 3
   ろ過Filtration and concentration in vacuo
4. 4
   その他furnished an orange thick oil which
5. 5
   その他was purified by chromatography on silica gel (15×4 cm)

実験手順

K-t-BuO (1.28 g, 11.42 mmol) was added to a stirred solution of 4-chromanol (1.81 g, 12.0 mmol) in dioxane (30 mL) at 0° C. (ice-bath). After being stirred for 5 min at room temperature, the mixture was chilled to 0° C. (ice-bath) and 2,6-dichloropyrazine (1.49 g, 10.0 mmol) was added. The reaction mixture was stirred at room temperature for 15 min and diluted with dichloromethane. Filtration and concentration in vacuo furnished an orange thick oil which was purified by chromatography on silica gel (15×4 cm) using n-hexane/ethyl acetate (8:2) as eluent. This furnished 1.87 g (71%) of the title compound as a colorless oil. HRMS m/z calcd for C13H11ClN2O2 (M)+ 262.0509, found 262.0520. Anal. (C13H11ClN2O2) C, H, N.

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