Реакция #429840

Уравнение реакции

water

Ethyl 4-hydroxybenzoate

geranyl bromide

potassium carbonate

→

aimed compound

4-geranyloxybenzoic acid

Растворители

acetone

Условия реакции

Обработка

1. 1
   Экстракцияwas extracted with ethyl acetate
2. 2
   СушкаThe extract was dried over sodium sulfate anhydride
3. 3
   Концентрированиеconcentrated under a vacuum
4. 4
   workup.DISSOLUTIONTo the residue dissolved in ethanol (150 ml)
5. 5
   workup.ADDITIONwere added sodium hydroxide (3.90 g) and water(50 ml)
6. 6
   Температураthe mixture was refluxed
7. 7
   workup.STIRRINGwith stirring for 1 hour
8. 8
   КонцентрированиеAfter being concentrated under a vacuum
9. 9
   Экстракцияextracted with ethyl acetate
10. 10
    СушкаThe extract was dried over sodium sulfate anhydride
11. 11
    Концентрированиеwas concentrated under a vacuum
12. 12
    ДругоеThe resulting solid was recrystallized from n-hexane/ethyl acetate mixed solution

Методика

Ethyl 4-hydroxybenzoate (16.6 g), geranyl bromide (23.9 g), and potassium carbonate (27.6 g) were refluxed in acetone (200 ml) with stirring for 1 hour . The reaction mixture, with water added thereto, was extracted with ethyl acetate. The extract was dried over sodium sulfate anhydride and then concentrated under a vacuum. To the residue dissolved in ethanol (150 ml) were added sodium hydroxide (3.90 g) and water(50 ml) and the mixture was refluxed with stirring for 1 hour. After being concentrated under a vacuum, the reaction mixture was acidified with hydrochloric acid and then extracted with ethyl acetate. The extract was dried over sodium sulfate anhydride and then was concentrated under a vacuum. The resulting solid was recrystallized from n-hexane/ethyl acetate mixed solution, thereby yielding 223 g of the aimed compound.

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