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The molecular formula of 6-methoxy-2-naphthaleneethanone is C 13 H 12 O 2 , the molecular weight is 200.
24, and the structural formula is
1.
Production principle
(1) It is obtained by methylation and acetylation with 2-naphthol as raw material
.
There are two types of methylation: the dimethyl sulfate method and the methanol sulfuric acid catalytic method, and the yield is generally 92%
(2) The 1-position of 2-naphthyl methyl ether is protected by bromine, so that the acetyl group of the acylation reaction is selectively entered into the 6-position, and the yield is almost quantitative
.
Finally, the bromine is removed by refluxing with xylene aluminum trichloride to obtain 6-methoxy-2-naphthaleneethanone
2.
Production process
In a four-necked flask equipped with a stirrer, a reflux condenser and a thermometer, add 260g of 2-naphthol and 58mL of methanol , stir and raise the temperature to dissolve, add 14mL of concentrated sulfuric acid dropwise, and then continue to raise the temperature and reflux for 4h
.
Let stand to remove most of the acid solution, neutralize it with 20% sodium hydroxide solution to alkalinity, slowly reduce to room temperature, precipitate solids, filter, and wash with water until neutral
In a 500 mL three-necked flask equipped with a stirrer, add 12.
5 g of naphthyl methyl ether and 250 mL of glacial acetic acid , stir to dissolve, and cool to 15°C
.
A mixture of 125 mL of glacial acetic acid and 13.
3.
6-Methoxy-2-forbidden ketone is an important intermediate for the synthesis of non-steroidal anti-inflammatory and analgesic drugs
