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3-fluoro-4,5-dihydroxybenzaldehyde synthesis

2synthesis methods
-

Yield:71144-35-9 89%

Reaction Conditions:

Stage #1: 3-fluoro-4-hydroxy-5-methoxybenzaldehydewith boron tribromide in dichloromethane at -78 - 30; for 5 h;
Stage #2: with water in dichloromethane at 0;

Steps:

20

To a suspension of 3-fluoro-4-hydroxy-5-methoxy-benzaldehyde (1.35 g, 7.94 mmol) in dichloromethane (100 mL) was added BBr3 (1.5 mL, 16 mmol) dropwise at -78° C. under N2. After addition, the mixture was warmed to -30° C. and it was stirred at this temperature for 5 h. The reaction mixture was poured into ice water. The precipitated solid was collected by filtration and washed with dichloromethane to afford 3-fluoro-4,5-dihydroxy-benzaldehyde (1.1 g, 89%), which was directly used in the next step.

References:

US2007/244159,2007,A1 Location in patent:Page/Page column 95