Реакция #66509

Уравнение реакции

ethylmagnesium bromide

Ethylmagnesium bromide

N-methoxy-1-(4-methoxybenzyl)-N-methyl-1H-pyrazole-4-carboxamide

ethylmagnesium bromide

→

1-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)propan-1-one

Выход 97.0%

Растворители

THF

Условия реакции

Обработка

1. 1
   workup.STIRRINGthe reaction mixture was stirred for 1 hour
2. 2
   workup.STIRRINGthe reaction mixture was stirred for 1.5 hour at 50° C
3. 3
   ДругоеThe reaction was quenched with HCl (1 N, 300 mL)
4. 4
   Экстракцияthe aqueous phase was extracted with DCM
5. 5
   СушкаThe organic phase was dried over MgSO4
6. 6
   Фильтрацияwas filtered
7. 7
   Концентрированиеwas concentrated

Методика

According to Scheme 3 Step 2: Ethylmagnesium bromide (3N, 37.2 mmol, 12.4 mL) was added dropwise at room temperature to a solution of N-methoxy-1-(4-methoxybenzyl)-N-methyl-1H-pyrazole-4-carboxamide (33.8 mmol, 9.30 g) in THF (80 mL) and the reaction mixture was stirred for 1 hour. Then ethylmagnesium bromide (3N, 37.2 mmol, 12.4 mL) was added and the reaction mixture was stirred for 1 hour. Finally some more ethylmagnesium bromide (3N, 74.4 mmol, 24.8 mL) was added and the reaction mixture was stirred for 1.5 hour at 50° C. The reaction was quenched with HCl (1 N, 300 mL) and the aqueous phase was extracted with DCM. The organic phase was dried over MgSO4, was filtered and was concentrated to yield 1-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)propan-1-one (32.7 mmol, 8.00 g, 97%) as a yellow oil.

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