反应详情

温度

-10 °C

{5-chloro-2-[(phenylmethyl)oxy]phenyl}methanol (8.2 g, 33 mmol) was dissolved in dry dichloromethane under nitrogen and cooled to −10° C. Phosphorus tribromide (3.12 ml, 33 mmol) in dry dichloromethane (15 ml) was added slowly. The mixture was left at −10° C. for 15 mins, then stirred at room temperature overnight. TLC showed no more starting material. The mixture was then quenched with a saturated sodium hydrogen carbonate solution added very slowly. The mixture was diluted with dichloromethane and brine was added to aid separation. The organic phase was washed with water (×2), then dried (MgSO4) and evaporated. The residue was purified (50 g SPE column). Product comes off using 5% ethyl acetate in isohexane. White-ish solid obtained (8.1 g).

1. customThe mixture was then quenched with a saturated sodium hydrogen carbonate solution
2. additionadded very slowly
3. additionThe mixture was diluted with dichloromethane and brine
4. additionwas added
5. customseparation
6. washThe organic phase was washed with water (×2)
7. dry with materialdried (MgSO4)
8. customevaporated
9. customThe residue was purified (50 g SPE column)
10. customWhite-ish solid obtained (8.1 g)