Phosphorus tribromide → HCID 23001223, compound

Phosphorus tribromide (5 ml, 53 mmol) was added to a solution of [2-(3-(trifluoromethoxy)phenoxy)phenyl]methanol (5.33 g, 18.9 mmol) in dioxane (100 ml). The reaction mixture was stirred for 1.5 hours. Another portion of phosphorus tribromide (5 ml, 53 mmol) was added. The reaction mixture was stirred for 16 hours at room temperature. It was diluted with ethyl acetate (500 ml) and washed with a 10% aqueous solution of sodium hydrogen sulphate (300 ml). The aqueous phase was extracted with ethyl acetate (2×100 ml). The combined organic layers were washed with a saturated aqueous solution of sodium hydrogencarbonate (200 ml) and dried over magnesium sulphate. The solvent was removed in vacuo. The crude product was purified on silica (200 g), using ethyl acetate/heptane (1:4) as eluent, to give 2.13 g of 2-(3-(trifluoromethoxy)phenoxy)benzyl bromide.

1. stirringThe reaction mixture was stirred for 16 hours at room temperature
2. washwashed with a 10% aqueous solution of sodium hydrogen sulphate (300 ml)
3. extractionThe aqueous phase was extracted with ethyl acetate (2×100 ml)
4. washThe combined organic layers were washed with a saturated aqueous solution of sodium hydrogencarbonate (200 ml)
5. dry with materialdried over magnesium sulphate
6. customThe solvent was removed in vacuo
7. customThe crude product was purified on silica (200 g)

ORD record

ord-86d62db8b3d947e29cbc238fd79ac3a1

Source dataset

uspto-grants-2003_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06610721B2