3-Bromo-4-fluorophenylacetylene synthesis
- Product Name:3-Bromo-4-fluorophenylacetylene
- CAS Number:918487-39-5
- Molecular formula:C8H4BrF
- Molecular Weight:199.02
![Benzene, 2-bromo-1-fluoro-4-[2-(trimethylsilyl)ethynyl]-](/CAS/20210305/GIF/1035265-80-5.gif)
1035265-80-5
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Yield:918487-39-5 83%
Reaction Conditions:
with potassium carbonate in methanol at 20; for 5 h;
Steps:
Reagent R-2.1.2-bromo-4-ethynyl-1-fluorobenzene
[0541] STEP 2. To a solution of ((4-bromo-3-fluorophenyl)ethynyl)trimethylsilane (5.0 g, 18.40 mmol) in methanol (100 mL) was added potassium carbonate (7.64 g, 55.20 mmol) and the reaction mixture was stirred at room temperature for 5 hours. The solvent was removed and the residue was partitioned with ethyl acetate (250 mL) and water (100 mL). The organic phase was washed with water (100 mL), 0.5 M aqueous hydrochloric acid (100 mL) and brine (100 mL), dried over anhydrous sodium sulfate and concentrated. The resulting crude was purified by gradient silica gel flash chromatography (0-20% ethyl acetate in hexanes) to give 2-bromo-4-ethynyl-1-fluorobenzene (2b, R-2.1.) (3.40g, 83%).1H-NMR (300 MHz, d6-DMSO): 7.78 (dd, 1H), 7.46 (m, 1H), 7.32 (d, 1H), 4.28 (1H). MS (EI) for C8H4BrF: 199 [M+H].
References:
WO2017/223516,2017,A1 Location in patent:Paragraph 0541
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