Реакция #575470

Уравнение реакции

2,5-dihydroxybenzoic acid methyl ester

1-bromooctadecane

potassium carbonate

→

2-hydroxy-5-(octadecyloxy)benzoic acid methyl ester

Выход 70.0%

Растворители

acetone

Условия реакции

Обработка

1. 1
   Температураat reflux for 24 hours
2. 2
   ДругоеThe solvent was removed at reduced pressure
3. 3
   workup.ADDITIONthe residue was treated with water
4. 4
   ЭкстракцияThe product was extracted with ethyl acetate
5. 5
   Экстракцияthe dried extract
6. 6
   Концентрированиеwas concentrated to a solid which
7. 7
   Другоеwas recrystallized from ethyl acetate-hexane

Методика

A mixture of 2.0 g (11.9 mmol) of 2,5-dihydroxybenzoic acid methyl ester, 4.55 g (13.1 mmol) of 1-bromooctadecane and 1.9 g (13.7 mmol) of potassium carbonate in 50 ml of acetone was stirred at reflux for 24 hours. The solvent was removed at reduced pressure and the residue was treated with water. The product was extracted with ethyl acetate and the dried extract was concentrated to a solid which was recrystallized from ethyl acetate-hexane to give 3.5 g (70% yield, mp 53°-54°) of 2-hydroxy-5-(octadecyloxy)benzoic acid methyl ester.

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