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ChemicalBook CAS DataBase List 2-broMo-4-hydroxybenzonitrile
82380-17-4

2-broMo-4-hydroxybenzonitrile synthesis

2synthesis methods
-

Yield: 75%

Reaction Conditions:

with boron tribromide in dichloromethane at 50;

Steps:

xi (xi) 2-Bromo-4-hydroxybenzonitrile (115)
To a solution of 2-bromo-4-methoxybenzonitrile (1 .0 g, 4.7 mmol) in DCM (15 mL) was added BBr3 (1 M solution in DCM, 14.2 mL, 14.2 mmol) and the mixture was heated at 50 °C overnight. The mixture was quenched with methanol and then poured into water and extracted with EtOAc (200 mL). The organic extract was washed with water (200 mL), brine (200 mL), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography (Pet. Ether/EtOAc = 5:1 ) to give the title product (700 mg, 75%) as a white solid. LCMS-C: rt 0.93 min; m/z 197.9 [M+H]+.

References:

CTXT PTY LIMITED;MORROW, Benjamin, Joseph;CAMERINO, Michelle, Ang;WALKER, Scott, Raymond;STEVENSON, Graeme, Irvine;STUPPLE, Paul, Anthony WO2019/219820, 2019, A1 Location in patent:Page/Page column 106-107

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