2-(chloromethyl)-1-fluoro-3-methoxybenzene

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: On the other hand, 0.46 g (2.80 mmol) of 1-(4,6-dimethyl-2-pyridinyl)ethanone oxime was dissolved in 10 ml of N,N-dimethylformamide, and the resultant solution was added with 0.13 g (3.36 mmol) of sodium hydride (60%, oiliness) while cooling the solution with ice. Then, the obtained solution was stirred for 30 min. at the same temperature and subsequently added with the whole amount of the crude product of 2-fluoro-6-methoxybenzyl chloride obtained as described above while cooling the solution with ice. The resultant mixture was. further stirred for 40 min. at a room temperature, and the reacted mixture was poured into ice water and then subjected to an extraction with diethyl ether. The resultant nonaqueous layer was washed with water and the dried with anhydrous magnesium sulfate. The dried nonaqueous layer was then condensed under reduced pressure to obtain a crude product. Then, said crude product was purified by means of silica gel column chromatography (eluate; hexane:ethyl acetate=7:3 v/v) to obtain the target compound in an amount of 0.55 g. Melting point: 87-89° C. while cooling the solution with ice obtained while cooling the solution with ice further stirred for 40 min. at a room temperature subjected to an extraction with diethyl ether The resultant nonaqueous layer was washed with water the dried with anhydrous magnesium sulfate condensed under reduced pressure

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 0.57 g (3.64 mmol) of 2-fluoro-6-methoxybenzyl alcohol was dissolved in 10 ml of benzene, and the resultant solution was added with 0.56 g (4.73 mmol) of thionyl chloride under a room temperature. The obtained solution was stirred for 1 hour at a room temperature to complete a reaction. The reacted solution was then condensed under reduced pressure to obtain a crude product of 2-fluoro-6-methoxybenzyl chloride. a reaction condensed under reduced pressure