Реакция #44012

Уравнение реакции

HCl

4-methoxylpyridine

CbzCl

ethylmagnesium bromide

→

82

Выход 89.9%

benzyl 2-ethyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate

Выход 89.9%

Растворители

toluene

toluene

Условия реакции

Обработка

1. 1
   workup.WAITAfter 1 hr
2. 2
   ДругоеThe mixture was separated
3. 3
   Промывкаthe organic layer was washed with sat. NaHCO3 and brine
4. 4
   ДругоеIt was dried
5. 5
   Концентрированиеconcentrated

Методика

To a solution of 4-methoxylpyridine 81 (4.41 g, 40.5 mmol) in toluene (200 mL) at −20° C. was added CbzCl (5.7 ml, 40.5 mmol) in toluene (200 mL) dropwise. After 15 min, ethylmagnesium bromide (23 mL, 2M in THF, 46 mmol) was added dropwise. After 1 hr, 10% aqueous HCl (100 mL) was added and the mixture stirred overnight. The mixture was separated and the organic layer was washed with sat. NaHCO3 and brine. It was dried and concentrated to afford 82 (9 g, 36.4 mmol, 89.9%) that was used directly in the next reaction.

Источник