5-FLUOROISOPHTHALIC ACID DIMETHYL ESTER Chemical Properties

Melting point:

56.5-57 °C

Boiling point:

288.3±30.0 °C(Predicted)

Density 

1.252±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

Appearance

Off-white to light yellow Solid

5-FLUOROISOPHTHALIC ACID DIMETHYL ESTER Usage And Synthesis

Uses

Dimethyl 5-Fluoroisophthalate is used as a reactant in the preparation of quinazoline compounds as B-Raf inhibitors.

Synthesis

General procedure for the synthesis of dimethyl 5-fluoroisophthalate from methanol and 5-fluoroisophthalic acid: to a solution of 5-fluoroisophthalic acid (1.3 g, 7.1 mmol) in methanol (30 ml) was added concentrated sulfuric acid (0.25 ml). The reaction mixture was heated to reflux for 12 hours. After completion of the reaction, methanol was removed by distillation under reduced pressure. The residue was neutralized with saturated sodium bicarbonate solution and subsequently extracted with dichloromethane. The organic phase was washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give dimethyl 5-fluoroisophthalate 1.25 g (83% yield) as a white solid. Nuclear magnetic resonance hydrogen spectroscopy (NMR) data: δ 8.42 (s, 1H), 7.88 (d, 2H), 3.90 (s, 6H).

References

[1] Patent: WO2007/71963, 2007, A2. Location in patent: Page/Page column 54

5-FLUOROISOPHTHALIC ACID DIMETHYL ESTER(17449-48-8)Related Product Information

• Phthalates
• 5-FLUORO-1,3-DIHYDROXYMETHYLBENZENE
• 3-FLUORO-5-(METHOXYCARBONYL)BENZOIC ACID
• 3-FLUORO-5-METHYLBENZOIC ACID
• 5-FLUOROPHTALIC ACID
• 5-FLUOROISOPHTHALALDEHYDE
• METHYL 3-FLUOROBENZOATE
• Benzaldehyde, 3-fluoro-5-methyl- (9CI)
• 5-FLUOROISOPHTHALIC ACID DIMETHYL ESTER