反应 #312618

反应方程式

4,6-dichloro-2-methanesulfonyl-pyrimidine

sodium hydride

4-acetamidophenol

→

title compound

收率 95.3%

N-[4-(4,6-Dichloro-pyrimidin-2-yloxy)-phenyl]-acetamide

收率 95.3%

溶剂

NH4Cl

EtOAc

THF

反应条件

后处理

1. 1
   workup.ADDITIONwas added
2. 2
   其他The organic layer was separated
3. 3
   洗涤washed with saturated aqueous NaCl
4. 4
   干燥dried over sodium sulfate
5. 5
   浓缩then concentrated in vacuo
6. 6
   其他The residue was purified by column chromatography (Silica Gel, MeOH:CH2Cl2, 5:95)

实验过程

A solution of 4-acetamidophenol (666 mg, 4.40 mmol) in anhydrous THF (40 ml), stirring at ambient temperature, was treated with a 60% dispersion of sodium hydride in mineral oil (176 mg, 4.40 mmol). The reaction mixture was then allowed to stir for 30 minutes at ambient temperature before 4,6-dichloro-2-methanesulfonyl-pyrimidine (1.0 g, 4.40 mmol) was added. The reaction was then allowed to stir for a further 3 hours before the reaction was diluted with saturated aqueous NH4Cl and EtOAc. The organic layer was separated, washed with saturated aqueous NaCl and dried over sodium sulfate then concentrated in vacuo. The residue was purified by column chromatography (Silica Gel, MeOH:CH2Cl2, 5:95) yield the title compound 1.25 g, (95%) as a solid. 1H-NMR (400 MHz, DMSO-d6): δ 2.06 (3 H, s), 7.18 (2 H, d, J=8.5 Hz), 7.62 (2 H, d, J=8.5 Hz), 10.05 (1 H, s), LC-MS: ES+=298.16, ES−=296.18).

来源