反应详情

3.0 g (11.9 mmol) of compound of example 9 and 1.22 g (3.6 mmol, 0.3 eq.) tetrabutylammonium hydrogen sulphate is suspended in 20 ml of dichloromethane. The suspension is refluxed, under vigorous stirring, until a homogenous solution is obtained. To this solution p-methylbenzyl chloride (7.23 ml, 53.6 mmol, 4.5 eq) followed by 5 ml of 50% (w/w) NaOH solution are added. The thick emulsion is refluxed for 3 hours while vigorously stirred, then 8 ml of MeOH are added and the reaction mixture is additionally refluxed for one night. After cooling DCM and water are added. The phases are separated and the aqueous phase is washed with DCM. The combined organic phases are washed with brine and the solvents are evaporated. The crude product is purified by column chromatography. The purest fractions are collected and the product is recrystallized from MeOH to yield 2.0 g of white solid. M.p.: 84-85° C.

1. temperatureThe suspension is refluxed, under vigorous stirring, until a homogenous solution
2. customis obtained
3. additionare added
4. temperatureThe thick emulsion is refluxed for 3 hours
5. temperaturethe reaction mixture is additionally refluxed for one night
6. additionare added
7. customThe phases are separated
8. washthe aqueous phase is washed with DCM
9. washThe combined organic phases are washed with brine
10. customthe solvents are evaporated
11. customThe crude product is purified by column chromatography
12. customThe purest fractions are collected
13. customthe product is recrystallized from MeOH