反应详情

A mixture of 6-bromo-2-hydroxy-3-methoxybenzaldehyde (66.8 g, 0.29 mole), K2CO3 (powdered, 79 g, 0.57 mole), and dry DMF (250 mL) was stirred under N2 at 110° as dimethylsulfate (33.5 mL, 0.35 mole) was added dropwise. The reaction mixture was stirred at 135° for 5 hours, was cooled to room temperature, and water was added. The aqueous mixture was extracted with CH2Cl2. The combined extracts were washed with water, saturated aqueous NaCl, dried (MgSO4), filtered, and evaporated to yield ca 80 g. tan solid. The crude product was recrystallized from 2-propanol to obtain 55.2 g cream colored solid, (77%); mp 92°-3°.

1. additionwas added dropwise
2. extractionThe aqueous mixture was extracted with CH2Cl2
3. washThe combined extracts were washed with water, saturated aqueous NaCl
4. dry with materialdried (MgSO4)
5. filtrationfiltered
6. customevaporated
7. customto yield ca 80 g
8. customThe crude product was recrystallized from 2-propanol
9. customto obtain 55.2 g cream colored solid, (77%)