تفاعل #2200600

معادلة التفاعل

sodium methoxide

methyl 3-chloro-6-(chloromethyl)pyridine-2-carboxylate 1-oxide

→

methyl 3-chloro-6-(methoxymethyl)pyridine-2-carboxylate 1-oxide

المذيبات

methanol

ethyl acetate

methanol

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed with water
2. 2
   workup.ADDITIONTo the aqueous layer was added brine solution
3. 3
   استخلاصwas extracted with ethyl acetate
4. 4
   تجفيفdried (MgSO4)
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated to dryness

الإجراء التجريبي

A solution of methyl 3-chloro-6-(chloromethyl)pyridine-2-carboxylate 1-oxide (1.50 g, 6.35 mmol) in methanol (15 mL) was cooled to 0° C. A 25% solution of sodium methoxide in methanol (1.52 mL) was added and the mixture stirred at room temperature for 6 days. The reaction mixture was diluted with ethyl acetate and washed with water. To the aqueous layer was added brine solution and was extracted with ethyl acetate. The organic layers were combined, dried (MgSO4), filtered and concentrated to dryness to give crude methyl 3-chloro-6-(methoxymethyl)pyridine-2-carboxylate 1-oxide (1.14 g, 4.92 mmol) as a yellow oil; 1H NMR (CDCl3): δ 7.50 (d, 1H), 7.40 (d, 1H), 4.60 (s, 2H), 4.10 (s, 3H), 3.50 (s, 3H).

المصدر