2'-Methoxyacetophenone → (1R)-1-(2-methoxyphenyl)ethan-1-ol

Temperatur

-25 °C

To a solution of (+)-B-chlorodiisopinocampheylborane (10.5 g) in tetrahydrofuran (50 ml) was added dropwise 2′methoxyacetophenone (10.5 g) at −25° C. The mixture was stirred at −25° C. for 1 hr and concentrated under reduced pressure. To the residue were added diethyl ether (100 ml) and diethanolamine (18.1 g) and the reaction mixture was stirred at room temperature for 2 hr. The precipitated solid was filtered off. The filtrate was concentrated under reduced pressure and purified by distillation under reduced pressure (bp 74–77° C./1 mmHg) to give the title compound (8.00 g).

1. concentrationconcentrated under reduced pressure
2. additionTo the residue were added diethyl ether (100 ml) and diethanolamine (18.1 g)
3. stirringthe reaction mixture was stirred at room temperature for 2 hr
4. filtrationThe precipitated solid was filtered off
5. concentrationThe filtrate was concentrated under reduced pressure
6. distillationpurified by distillation under reduced pressure (bp 74–77° C./1 mmHg)

ORD-Eintrag

ord-dd27a7b685d449708c8f368841ab3425

Quelldatensatz

uspto-grants-2007_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07211685B2