5-Bromo-2-(bromomethyl)-1,3-difluorobenzene

A solution of 5-Bromo-2-hydroxymethyl-1, 3-difluoro-benzene (0. 89g, 4.0 mmol) and 30 wtpercent of hydrogen bromide in acetic acid was stirred at room temperature for 90 minutes before it was poured into 80 ml of water. The mixture was extracted with pentane (3 X 50 ML) and the combined organic layers were washed with water (3 X 20 ML), dried over MGSO4 and concentrated at low pressure to afford the desired product (10.0 g, 98percent YIELD). 1H NMR (CDC13) 8 : 4.47 (s, 2H), 7.09-7. 10 (m, 1H), 7. 12-7. 13 (m, 1H).A solution of 4-Bromo-2, 6-difluorobenzyl alcohol (3.517 g, 15.77 mmol) and triphenylphosphine (4.55 g, 17.34 mmol) in dichloromethane (70 ml) was cooled to 0° C. and N-bromosuccinimide (3.086 g, 17.34 mmol) was added in 5 portions over 20 mins. The solution was warmed to 25° C. and stirred for 16 h. The reaction was quenched by the addition of dilute aqueous sodium bicarbonate. The resulting mixture was extracted with diethyl ether and the combined organic layers were washed with water, then brine and dried over sodium sulphate and concentrated under reduced pressure. The title compound was isolated by column chromatography on silica using 5 to 20percent ethyl acetate in n-pentane to give the title compound as an oil (3.785 g, 84percent).A solution of 4-bromo-2, 6-difluorobenzylalcohol (2.Og, 8.96mmol) and triphenylphosphine(2.59g, 9.89mmol) in dichloromethane (40ml) was cooled to OTo a stirred solution of (4-bromo-2, 6-difluoro-phenyl)methanol (4.2 g, 18.8 mmol) in CHTo a solution of (4-bromo-2, 6-difluorophenyl)methanol (2 g, 8.97 mmol) in DCM (80 mL) was added tribromophosphine (2.91 g, 10.76 mmol) at 0° C. The resulting mixture was stirred at rt. After LCMS analysis showed the starting material had disappeared, the mixture was washed with aq NaHCOTo a solution of (4-bromo-2, 6-difluorophenyl)methanol (2 g, 8.97 mmol) in DCM (80 inL) was added tribromophosphine (2.91 g, 10.76 mmol) at 0 °C. The resulting mixture was stirred at rt. After LCMS analysis showed the starting material had disappeared, the mixture was washed with aqueous NaHC0

Molecular Weight:285.91
XLogP3:3.4
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:285.86273
Monoisotopic Mass:283.86478
Heavy Atom Count:11
Complexity:120
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes