ChemicalBook CAS DataBase List 4-Bromo-2,6-difluorophenol

4-Bromo-2,6-difluorophenol synthesis

5synthesis methods

Product Name:4-Bromo-2,6-difluorophenol
CAS Number:104197-13-9
Molecular formula:C6H3BrF2O
Molecular Weight:208.99

To a solution of 2,6-Difluorophenol (10.0 g, 76.86 mmol) in DMF (60 mL), N-bromosuccinimide (13.68 g, 76.86 mmol) was added at 0° C. and stirred at RT for 20 h. The reaction mixture was concentrated, diluted with water and extracted with ethyl acetate. The organic layer was dried over sodium sulphate and concentrated under reduced pressure to afford 4-Bromo-2,6-difluorophenol as a light yellow liquid (15.1 g, 93 percent yield). 1H-NMR (δ ppm, DMSO-D6, 400 MHz): δ 10.49 (s, 1H), 7.35 (d, J=6.2 Hz, 2H).

28177-48-2 Synthesis

28177-48-2
306 suppliers
$15.00/5g

104197-13-9
245 suppliers
$6.00/1g

Yield:104197-13-9 93%

Reaction Conditions:

with N-Bromosuccinimide in N,N-dimethyl-formamide at 0 - 20; for 20 h;

Steps:

110

Intermediate 110 4-bromo-2,6-difluorophenol To a solution of 2,6-Difluorophenol (10.0 g, 76.86 mmoles) in DMF (60 mll), N-bromosuccinimide (13.68 g, 76.86 mmoles) was added at 0° C. and stirred at RT for 20 h. The reaction mixture was concentrated, diluted with water and extracted with ethyl acetate. The organic layer was dried over sodium sulphate and concentrated under reduced pressure to afford the title compound as light yellow liquid (15.1 g, 93% yield). ¹H-NMR (δ ppm, DMSO-D₆, 400 MHz): δ 10.49 (s, 1H), 7.35 (d, J=6.2 Hz, 2H).

References:

US2011/118257,2011,A1 Location in patent:Page/Page column 100

461-96-1 Synthesis