Reaktion #53278

Reaktionsgleichung

PBr3

pyridine

4-Hydroxybenzyl alcohol

→

title compound

4-Hydroxybenzyl bromide

Lösungsmittel

THF

THF

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationfiltered through celite pad
2. 2
   SonstigeThe filtrate was evaporated
3. 3
   workup.DISSOLUTIONthe resulting semisolid was redissolved in dry toluene (16 ml)
4. 4
   Filtrationfiltered through celite pad

Vorschrift

To a stirred solution of PBr3 (1.38 g, 5.0 mmol) in dry THF (2 ml) at −5° C. was added a solution of dry pyridine (0.201 ml) in dry THF (0.4 ml). A solution of 4-Hydroxybenzyl alcohol (1.89 g, 15.2 mmol) in dry THF (23 ml) was added drop wise to the reaction mixture. The reaction mixture was allowed to stand at room temperature for 18 hours, then diluted with THF and filtered through celite pad. The filtrate was evaporated, the resulting semisolid was redissolved in dry toluene (16 ml). The solution was maintained at −20° C. for 2 hours, and then filtered through celite pad to provide the title compound as a light yellow solution which was used without further purification.

Quelle