2-bromo-4-fluoro-5-hydroxybenzaldehyde synthesis
- Product Name:2-bromo-4-fluoro-5-hydroxybenzaldehyde
- CAS Number:1262989-52-5
- Molecular formula:C7H4BrFO2
- Molecular Weight:219.0079
865186-62-5
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Yield:1262989-52-5 94%
Reaction Conditions:
with hydrogen bromide;acetic acid at 130; for 24 h;
Steps:
22.2 Step 2: 2-bromo-4-fluoro-5-hydroxybenzaldehyde (2):
A solution of 1 (5.0 g, 21 mmol) in HBr (50 mL) and AcOH (50 mL) was stirred at 130 °C for 24 hours. The reaction mixture was concentrated under reduced pressure to give a residue. The residue was quenched by addition sat. aqueous NaHCCb to pH = 7 and water (100 mL), then diluted with ethyl acetate (300 mL), and extracted with ethyl acetate (200 mL x 3). The combined organic layers were washed with sat. brine (100 mL), dried over NaiSCL, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (S1O2, petroleum ether/ethyl acetate, 20:1 to 1 : 1) to give 2 (4.5 g, 94% yield) as a yellow solid. LCMS: tR = 0.375 min, (ES-) m/z (M-H) = 216.9.
References:
WO2020/242943,2020,A1 Location in patent:Paragraph 00299; 00300
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