Реакция #61548

Уравнение реакции

water

5-Hydroxy-2H-pyrazole-3-carboxylic acid ethyl ester

K2CO3

1-(2-Bromo-ethoxy)-2-methoxy-ethane

→

5-[2-(2-Methoxy-ethoxy)-ethoxy]-2H-pyrazole-3-carboxylic acid ethyl ester

Растворители

acetonitrile

Условия реакции

Обработка

1. 1
   workup.ADDITIONwere added
2. 2
   Температураwas heated to 50° C. for 4 h
3. 3
   Экстракцияthe mixture was extracted with DCM (3×100 ml)
4. 4
   СушкаThe combined organic layers were dried over MgSO4
5. 5
   Фильтрацияfiltered
6. 6
   Концентрированиеconcentrated under reduced pressure
7. 7
   ДругоеThe residue was purified by chromatography on silica eluting with a DCM/MeOH gradient

Методика

To a mixture of 3.4 g 5-Hydroxy-2H-pyrazole-3-carboxylic acid ethyl ester and 3 g K2CO3 in 50 ml acetonitrile, 4 g 1-(2-Bromo-ethoxy)-2-methoxy-ethane were added. After stirring for 1 h at RT the reaction was heated to 50° C. for 4 h. Then 50 ml of water were added and the mixture was extracted with DCM (3×100 ml). The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by chromatography on silica eluting with a DCM/MeOH gradient. Yield: 1 g.

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