반응 #40363

반응 방정식

water

3-chloro-2-methyl-phenol

sodium hydride

4-(2-chloro-pyrimidin-4-yloxy)-2,5-dimethyl-phenylamine

→

4-[2-(3-chloro-2-methyl-phenoxy)-pyrimidin-4-yloxy]-2,5-dimethyl-phenylamine

용매

THF

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   기타the organic layer was separated
3. 3
   건조dried over magnesium sulfate
4. 4
   농축concentrated in vacuo, column chromatography (cycclhexane/ethyl acetate, 2:1)
5. 5
   기타a second column chromatography (dichloromethane) yielded 640 mg (30%) with a purity of 85%

실험 절차

A solution of 1.43 g (10 mmol) 3-chloro-2-methyl-phenol and 0.4 g sodium hydride (60% in paraffine, 10 mmol) in 20 ml THF were stirred for 30 min at ambient temperature. After adding 1.25 g (5 mmol) 4-(2-chloro-pyrimidin-4-yloxy)-2,5-dimethyl-phenylamine the mixture was stirred for 20 hrs at 60° C. After cooling down to ambient temperature 20 ml water was added and the organic layer was separated, dried over magnesium sulfate, concentrated in vacuo, column chromatography (cycclhexane/ethyl acetate, 2:1) and a second column chromatography (dichloromethane) yielded 640 mg (30%) with a purity of 85%; log P (pH=2.3)=2.81.

출처