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ChemicalBook CAS DataBase List 4-Methoxy-6-methylsalicylaldehyde
34883-08-4

4-Methoxy-6-methylsalicylaldehyde synthesis

3synthesis methods
-

Yield:34883-08-4 91%

Reaction Conditions:

with potassium carbonate in acetone at 20; for 15 h;

Steps:

A.1.40.5 A.1 .40.5. 2-Hydroxy-4-methoxy-6-methyl benzaldehyde

A solution of 2,4-dihydroxy-6-methylbenzaldehyde (4.01 g, 25.80 mmol) in anh. acetone (180 mL) is treated with potassium carbonate (3.57 g, 25.80 mmol) and iodomethane (24.2 mL, 387.0 mmol), and the RM is stirred at RT for 15h. Water and EtOAc are added and the layers are separated. The aqueous layer isfurther extracted with EtOAc and the combined organic layers are then washed with brine, dried over anh. MgSO4, filtered and concentrated under reduced pressure. Purification by FC (heptane/EtOAc = 9/1) affords 2-hydroxy-4-methoxy-6-methylbenzaldehyde as a colorless solid (3.90 g, 91%). LC-MS B: tR = 0.86 mm; [M+H] = 167.03.

References:

WO2018/210988,2018,A1 Location in patent:Page/Page column 121