Реакция #1687666

Уравнение реакции

water

methyl gentisate

potassium carbonate

chloropropyltrimethylsilane

→

methyl 2-hydroxy-5-(3-trimethylsilanylpropyloxy)benzoate

Растворители

DMF

Условия реакции

Обработка

1. 1
   ТемператураIt was cooled
2. 2
   ЭкстракцияThe mixture was extracted with diisopropyl ether
3. 3
   ПромывкаThe organic phase was washed with water
4. 4
   Сушкаdried over sodium sulphate
5. 5
   Концентрированиеconcentrated

Методика

To a mixture of methyl gentisate (16.8 g, 0.1 mol) and potassium carbonate (15.2 g, 0.11 mol) in 80 ml of DMF, under a nitrogen atmosphere at 80° C., was added chloropropyltrimethylsilane (16.6 g, 0.11 mol) dropwise over 20 minutes. The mixture was heated at 90° C. for 8 hours. It was cooled and poured into 200 ml of water. The mixture was extracted with diisopropyl ether. The organic phase was washed with water, dried over sodium sulphate and then concentrated. After chromatography on silica of the yellow oil obtained (eluent: 90/10 heptane/CH2Cl2), 3.3 g of a clean fraction of methyl 2-hydroxy-5-(3-trimethylsilanylpropyloxy)benzoate were recovered.

Источник