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Ethyl 2-fluoro-3-mercaptobenzoate synthesis
- Product Name:Ethyl 2-fluoro-3-mercaptobenzoate
- CAS Number:1359983-13-3
- Molecular formula:C9H9FO2S
- Molecular Weight:200.23
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Yield:1359983-13-3 62%
Reaction Conditions:
in trifluoroacetic acid at 80; for 12 h;Inert atmosphere;
Steps:
3 Synthesis of Ethyl 2-fluoro-3-mercaptobenzoate (lnt-B)
A stirred solution of compound 3 (30.0 g, 93.75 mmol) in TFA (54.5 mL) was heated to 80 °C and stirred for 12 h under inert atmosphere. The reaction was monitored by TLC; after completion of the reaction, the volatiles were removed under reduced pressure. The residue was dissolved in ice-cold water (100 mL), basified with solid sodium bicarbonate and extracted with EtOAc (2 x 200 mL). The combined organic extracts were dried over Na2SO4, filtered and concentrated under reduced pressure to obtain the crude. This was purified by silica gel column chromatography using 3% EtOAc/Hexanes to afford compound mt-B (11.7 g, 62%) as a pale brown syrup. 1H NMR (500 MHz, CDC13): (57.70-7.66 (m, 1H), 7.48-7.44 (m, 1H), 7.08-7.04 (m, 1H), 4.20 (q, J= 7.5 Hz, 2H), 3.67 (s, 1H), 1.40 (t, J= 7.5 Hz, 3H); LC-MS: m/z (M-H) Found=199.0.
References:
WO2015/48301,2015,A1 Location in patent:Paragraph 00407
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