5-Fluoro-6-hydroxy-naphthalene-1-carboxylic acid methyl ester synthesis
- Product Name:5-Fluoro-6-hydroxy-naphthalene-1-carboxylic acid methyl ester
- CAS Number:388622-47-7
- Molecular formula:C12H9FO3
- Molecular Weight:220.2
90162-13-3
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388622-47-7
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Yield:388622-47-7 54%
Reaction Conditions:
with Selectfluor in acetonitrile at 85; for 24 h;
Steps:
28.1 Step 1: methyl 5-fluoro-6-hydroxy-1-naphthoate
1 g of methyl 6-hydroxy-1-naphthoate was dissloved in 10 ml of acetonitrile and 1.92 g of 1-chloromethyl-4-fluoro-1,4-diazabicyclo[2.2.2]octane bis(tetrafluoroborate) was added and heated to 85 °C. After stirred for 24 h, the mixture was cooled to room temperature and then concentrated. The residue was purified by column chromatography(dichloromethane) to give 593 mg of methyl 5-fluoro-6-hydroxy-1-naphthoate as yellow solid. Yield: 54%.1H NMR (300 MHz, DMSO-d6) δ (ppm): 3.92 (s, 3H), 7.40 (t, J = 9.0 Hz, 1H), 7.59-7.64 (m, 1H), 7.98 (d, J = 7.2 Hz,1H), 8.17 (d, J = 8.4 Hz, 1H), 8.43 (d, J = 9.3 Hz, 1H), 10.34 (s, 1H).
References:
EP3112351,2017,A1 Location in patent:Paragraph 0111
1292322-36-1
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388622-47-7
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2437-17-4
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$10.00/250mg
388622-47-7
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