Réaction #362639

Équation de réaction

6-hydroxy-3,4-dihydro-2,5,7,8-tetramethyl-2H-1-benzopyran-2-carboxylic acid

bromomethyl methyl ether

acetic acid

→

6-methoxymethoxy-3,4-dihydro-2,5,7,8-tetramethyl-2H-1-benzopyran-2-carboxylic acid

Solvants

pyridine

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONthe solution is poured onto ice
2. 2
   Extractionextracted with methylene chloride
3. 3
   LavageThe organic phase is washed with water
4. 4
   Séchagedried over anhydrous sodium sulfate
5. 5
   Autrethe title product is purified
6. 6
   Lavageeluting with methylene chloride

Mode opératoire

50 grams (0.2 mol) of 6-hydroxy-3,4-dihydro-2,5,7,8-tetramethyl-2H-1-benzopyran-2-carboxylic acid are dissolved in 150 cm3 of anhydrous pyridine. 16.34 cm3 (0.2 mol) of bromomethyl methyl ether are added dropwise. The mixture is stirred for 2 hours and then the solution is poured onto ice. The mixture is acidified with acetic acid and then extracted with methylene chloride. The organic phase is washed with water and dried over anhydrous sodium sulfate, then the title product is purified by passing through a column of silica gel, eluting with methylene chloride.

Source