Реакция #624915

Уравнение реакции

cyclohexylmagnesium chloride

4-methoxypyridine

benzyl chloroformate

→

Benzyl 2-cyclohexyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate

Растворители

THF

Условия реакции

Обработка

1. 1
   workup.STIRRINGStirred for 30 minutes at −30° C.
2. 2
   Другоеquenched with 1N HCl
3. 3
   ЭкстракцияExtracted 3 times with diethyl ether
4. 4
   Другоеdried (Naz SO4)
5. 5
   Фильтрацияfiltered
6. 6
   Другоеthe solvent was evaporated under reduced pressure
7. 7
   ДругоеPurified on silica gel 30% EtOAc/Hexanes affording 35.25 g

Методика

4-methoxypyridine (17.56 ml, 173 mmol) in THF (577 ml) at −30° C. was added benzyl chloroformate (24.70 ml, 173 mmol) dropwise. Stirred at −30° C. for 30 minutes and then added cyclohexylmagnesium chloride (200 ml, 260 mmol). Stirred for 30 minutes at −30° C. and quenched with 1N HCl. Extracted 3 times with diethyl ether. The combined organic fractions were combined, dried (Naz SO4), filtered and the solvent was evaporated under reduced pressure. Purified on silica gel 30% EtOAc/Hexanes affording 35.25 g.

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