Phosphorus tribromide → (3-Bromoprop-1-yn-1-yl)benzene

Temperatur

40 °C

Phosphorous tribromide (2.62 mL, 27.6 mmol) was added to a solution of 3-phenyl-2-propyn-1-ol (10.0 g, 76 mmol) and pyridine (0.14 mL, 1.77 mmol) in diethyl ether (22 mL) at a rate to maintain reflux. After addition, the mixture was heated at 40° C. for 2 h. The mixture was cooled and poured onto ice. The organic layer was separated and diluted with diethyl ether (100 mL), washed with saturated sodium bicarbonate (2×50 mL) and saturated sodium chloride (50 mL). The organic layer was dried (MgSO4), filtered and concentrated in vacuo to afford 1-phenyl-3-bromo-1-propyn (13.4 g, 90%).

1. temperatureto maintain
2. temperaturereflux
3. additionAfter addition
4. temperatureThe mixture was cooled
5. additionpoured onto ice
6. customThe organic layer was separated
7. additiondiluted with diethyl ether (100 mL)
8. washwashed with saturated sodium bicarbonate (2×50 mL) and saturated sodium chloride (50 mL)
9. dry with materialThe organic layer was dried (MgSO4)
10. filtrationfiltered
11. concentrationconcentrated in vacuo

ORD-Eintrag

ord-0d66d159788a4042a1e2df1d512b3abd

Quelldatensatz

uspto-grants-1999_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05874473