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ChemicalBook CAS DataBase List 3,4-dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-ol
7616-22-0

3,4-dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-ol synthesis

4synthesis methods
-

Yield:-

Reaction Conditions:

with toluene-4-sulfonic acid in toluene for 3 h;Product distribution / selectivity;Inert atmosphere;Reflux;

Steps:

6
To a magnetically stirred solution of (2R,4'R,8'R)-y-tocopherol (0.428 g, 97.4 wt%, 1 .0 mmol) in toluene (10 ml) was added under an argon atmosphere p- toluenesulfonic acid monohydrate (0.19 g, 1 .0 mmol). The solution was heated under reflux (bath temperature 140°C) for 3 h. After cooling down to 25°C the brown reaction mixture was diluted with n-hexane (25 ml) and washed sue- cessively with water (20 ml), saturated NAHCO3-soln. (10 ml) and saturated NaCI- solution (10 ml), dried over MgSO4, filtered and evaporated to dryness: 0.424 g yellowish oil, isomeric ratio 2R : 2S = 47.8 : 52.2 (determined by HPLC method 1 ).

References:

DSM IP Assets B.V.;SCHIEFER, Gerhard;NETSCHER, Thomas;DUCHATEAU, Alexander Lucia Leonardus WO2012/152779, 2012, A1 Location in patent:Page/Page column 32-33