| Identification | More | [Name]
2-Bromo-5-fluoroanisole | [CAS]
450-88-4 | [Synonyms]
2-BROMO-5-FLUOROANISOLE
BUTTPARK 87\07-62
1-Bromo-4-fluoro-2-methoxybenzene
2-Bromo-5-fluoroanisole98+% | [Molecular Formula]
C7H6BrFO | [MDL Number]
MFCD04973752 | [Molecular Weight]
205.02 | [MOL File]
450-88-4.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R36:Irritating to the eyes.
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3 | [Hazard Note ]
Harmful | [HS Code ]
29093090 |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless liquid to pale yellow liquid | [Uses]
2-Bromo-5-fluoroanisole is a halogenated anisole compound, the chemical reactivity of which is mainly concentrated on the bromine atom on its benzene ring. It can be used as an organic synthesis intermediate and a synthetic raw material for drug molecules. For example, literature reports that the substance can be used for the preparation of the drug molecule anacetrapib. | [Synthesis]
a) A suspension of 2-bromo-5-fluorophenol (20.0 g, 104.7 mmol) and potassium carbonate (21.71 g, 157.1 mmol) was formed in acetone (200 mL). To this suspension dimethyl sulfate (10.90 mL, 115.2 mmol) was slowly added. The reaction mixture was stirred at 60 °C for 2 h. After completion of the reaction, it was cooled to room temperature and subsequently concentrated under reduced pressure to remove the solvent. The concentrated residue was dissolved in a mixture of ether (200 mL) and water (100 mL) to separate the organic phase. The organic phase was washed sequentially with 2N aqueous hydrochloric acid (50 mL) and saturated sodium bicarbonate solution (50 mL), and then dried with anhydrous magnesium sulfate. The dried organic phase was evaporated from the solvent under reduced pressure to give the light yellow oily product 2-bromo-5-fluoroanisole (21.46 g, 100% yield). The product was confirmed by NMR hydrogen spectrum (300 MHz, CDCl3): δ 7.45 (1H, dd, Ar-H), 6.70-6.55 (2H, m, Ar-H), 3.90 (3H, s, OCH3). | [References]
[1] Patent: WO2004/43903, 2004, A1. Location in patent: Page 29
[2] Patent: WO2004/43903, 2004, A1. Location in patent: Page 30
[3] Patent: WO2004/43904, 2004, A1. Location in patent: Page 28 |
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