| Identification | More | [Name]
METHYL 4-FLUORO-2-HYDROXYBENZOATE | [CAS]
392-04-1 | [Synonyms]
METHYL 4-FLUORO-2-HYDROXYBENZOATE
METHYL 4-FLUOROSALICYLATE
RARECHEM AL BF 1428
4-Fluorosalicylic acid methyl ester~Methyl 4-fluoro-2-hydroxybenzoate
Methyl4-fluorosalicylate~Methyl2-hydroxy-4-fluorobenzoate
4-fluorosalicylic acid methyl ester
Methyl 4-fluoro-2-hydroxybenzoate 98%
Methyl4-fluoro-2-hydroxybenzoate98%
4-FLUORO-6-HYDROXY-BENZOIC ACID METHYL ESTER
Methyl 4-fluorosalicylate, 98+% | [EINECS(EC#)]
609-620-1 | [Molecular Formula]
C8H7FO3 | [MDL Number]
MFCD02093965 | [Molecular Weight]
170.14 | [MOL File]
392-04-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
38-40°C | [Boiling point ]
225℃ | [density ]
1.309 | [Fp ]
90℃ | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
crystalline solid | [pka]
8.76±0.10(Predicted) | [color ]
Off white to light yellow/brown | [BRN ]
2087920 | [InChI]
1S/C8H7FO3/c1-12-8(11)6-3-2-5(9)4-7(6)10/h2-4,10H,1H3 | [InChIKey]
WPWUDDDJTIZBGL-UHFFFAOYSA-N | [SMILES]
O=C(OC)C(C(O)=C1)=CC=C1F | [CAS DataBase Reference]
392-04-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
WGK 3 | [Hazard Note ]
Irritant | [HS Code ]
2916310090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Dam. 1 |
| Hazard Information | Back Directory | [Uses]
Methyl 4-Fluoro-2-hydroxybenzoate is a useful synthetic intermediate. It was used to prepare benzo[d]isoxazol-3-ol as D-amino acid oxidase inhibitors. It is also used in the discovery of hydroxy-indazole-carboxamides as inhibitors of Hsp90. | [Synthesis]
To a solution of 100 g (0.64 mol, 1.0 eq.) of 4-fluoro-2-hydroxybenzoic acid (XLIa) dissolved in 1 L of methanol at 0 °C was slowly added 100 mL of concentrated sulfuric acid. The reaction mixture was gradually warmed to room temperature and subsequently heated to reflux at 70 °C for 16 hours. Upon completion of the reaction, the mixture was cooled to room temperature and concentrated under reduced pressure to remove most of the methanol. The concentrated residue was redissolved in 1 L of ethyl acetate and washed sequentially with 500 mL of saturated aqueous sodium bicarbonate and 500 mL of saturated saline. The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated in vacuum to afford 95 g (0.56 mol, 87% yield) of methyl 4-fluoro-2-hydroxybenzoate (XLIIa). | [References]
[1] Chemical and Pharmaceutical Bulletin, 2012, vol. 60, # 2, p. 223 - 234
[2] Patent: WO2018/148204, 2018, A1. Location in patent: Page/Page column 176
[3] Patent: WO2018/172852, 2018, A1. Location in patent: Page/Page column 214; 222-223
[4] Patent: CN107501260, 2017, A. Location in patent: Paragraph 0030; 0031; 0032; 0035; 0036
[5] Acta Chemica Scandinavica, 1997, vol. 51, # 8, p. 881 - 888 |
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Jia Xing Isenchem Co.,Ltd
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