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ChemicalBook CAS DataBase List 1-Methoxy-2-phenylethaniMiniuM chloride
39496-45-2

1-Methoxy-2-phenylethaniMiniuM chloride synthesis

1synthesis methods
To a 50-ml pear-shaped flask equipped with a water-reflux condenser, a gas inlet tube reaching the bottom of the flask, and a gas outlet tube fitted with a drying tube is added 2.85 ml (2.90 g, 24.7 mmol) of phenylacetonit-rile, 1.00 ml of dry methanol (0.80 g, 24.7 mmol) and 7 ml of anhydrous ether. The flask is cooled in an ice bath while dry hydrogen chloride gas (first passed through sulfuric acid) is passed into the solution until no more was absorbed.The flask is then disconnected, stoppered tightly, and stored at -10°C overnight. A solid forms, which is isolated by filtration under a stream of argon gas and then dried under reduced pressure for 4 hrs, to yield 4.30 g (23.2 mmol or 94% yield) of a white free-flowing powder. The NMR (CDCI3, 90MHz) indicated 7.32 (m, 5H), 4.23 (s, 3H), 4.05 (s, 2H).
Preparation of Methyl Phenylacetimidate Hydrochloride
-

Yield:39496-45-2 100%

Reaction Conditions:

with hydrogenchloride in hexane;Cooling with ice;

Steps:

7 Synthesis of benzeneethanimidic acid methyl ester hydrochloride

Benzyl cyanide (50.0 g, 0.43 mol) was dissolved in dry methanol (21 mL). Hexanes (125 mL) was added. The reaction mixture was cooled in ice bath and saturated with hydrogen chloride gas (generated from 100 mL of concentrated hydrochloric acid slowly added to 250 mL of concentrated sulfuric acid). The ice bath was removed and the mixture was stirred overnight. The solution was decanted from the formed semi solid. The semi-solid was suspended in diethyl ether (250 mL). The suspension was stirred for 30 minutes and the solid was filtered. The solid was washed with ether (100 mL). The solid was dried on the funnel by passage of vacuum for 30 minutes to obtain product as a white solid. Yield 80.0 g, 100%.

References:

WO2019/55028,2019,A1 Location in patent:Paragraph 0180