反应详情

In an atomosphere of N2 were added to a stirred suspension of 31 g NaH in 2.2 l anhydrous THF 199.5 g (1.15 mole) 3-chloro-4-nitrophenol (3). This was followed by the addition of dimethylsulfate (575 ml). The whole mixture was heated under reflux during 1.5 h. After cooling, it was poured into a cold (0° C.) diluted NH4OH solution, to destroy the excess of dimethylsulfate, and stirred for two hours. The product was isolated by extraction with diethylether. The ethereal extracts were dried with MgSO4 and evaporated at reduced pressure affording 156 g (72.4%) of 3-chloro-4-nitroanisole.

1. temperatureThe whole mixture was heated
2. temperatureunder reflux during 1.5 h
3. temperatureAfter cooling
4. customto destroy the excess of dimethylsulfate
5. customThe product was isolated by extraction with diethylether
6. dry with materialThe ethereal extracts were dried with MgSO4
7. customevaporated at reduced pressure