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CAS No. :	496-69-5
Formula :	C₆H₄BrFO
M.W :	191.00
SMILES Code :	OC1=CC=C(F)C=C1Br
MDL No. :	MFCD00010614
InChI Key :	MEYRABVEYCFHHB-UHFFFAOYSA-N
Pubchem ID :	605472

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Yield	Reaction Conditions	Operation in experiment
83%		Hexamethylenetetramine (14.7 g, 105 mmol) was slowly added to a solution of 2-bromo-4-fluoro-phenol (10 g, 52.4 mmol) in trifluoroacetic acid (40 ml) at rt and heated to reflux for 18 h. The reaction mixture was cooled to rt and then water (60 ml) and sulfuric acid (30 ml, 50%) were added. The mixture was stirred for 3 h at rt and then extracted twice with ethyl acetate. The combined organic extracts were washed with 1N HCl, water, dried (Na2SO4), filtered and concentrated under reduced pressure to give 9.5 g (83%) of 3-bromo-5-fluoro-2-hydroxy-benzaldehyde.1H NMR (400 MHz, chloroform-d) delta ppm 9.82 (s, 1H), 7.55-7.62 (m, 1H), 7.21-7.32 (M, 1H).
73%	With trifluoroacetic acid; for 10h;Reflux;	Weigh compound 30-1 (1.02 g, 5.33 mmol) in trifluoroacetic acid (7 mL), Ulotropine (1.5 g, 10.66 mmol) was added in portions. The system was reacted at reflux for 10 h. After the reaction is over, The system was adjusted to pH = 1 with a 1N hydrochloric acid solution, and the aqueous phase was extracted with ethyl acetate (15 mL x 3). Combined organic phases, Wash with saturated saline (10mL x 1), Dried over anhydrous sodium sulfate, The solvent was distilled off under reduced pressure, The residue was purified by column chromatography (eluent: petroleum ether / ethyl acetate = 100: 1-80: 1), Compound 30-2 was obtained (yellow solid, 739 mg).
	With trifluoroacetic acid; at 80℃;	a) 3-Bromo-5-fluoro-2-hydroxybenzaldehyde A mixture of 2-bromo-4-fluorophenol (5 g, 26.18 mmol), trifluoroacetic acid (60 mL), and hexamethylemetetramine (3.68 g, 26.29 mmol) was stirred overnight at 80 C. The resulting solution was extracted with ethyl acetate (2*20 mL) and the organic layers combined. The resulting mixture was washed with H2O. The resulting mixture was washed with sodium bicarbonate (aq). The resulting residue was dried over anhydrous sodium sulfate and concentrated under vacuum to yield 3-bromo-5-fluoro-2-hydroxybenzaldehyde as a yellow solid.

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CAS No.: 496-69-5

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CAS No.: 496-69-5

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Product Details of 2-Bromo-4-fluorophenol

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Application In Synthesis of 2-Bromo-4-fluorophenol

[ 496-69-5 ] Synthesis Path-Downstream 1~4

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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
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H242	Heating may cause a fire
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H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
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