Tetrahydrofuran → 2'-Methylpropiophenone

Temperatur

0 °C

To an oven dried 100 ml 3 neck flask equipped with septa, thermo probe and stirred bar was stirring a solution of o-tolunitrile (1 ml, 8.5 mmol) in 40 ml dry THF at 0° C. To this cold, well stirred solution was added a solution of ethylmagnesium bromide (17 ml, 17 mmol) in THF via syringe while keeping the temperature below 5° C. Removed ice bath and allowed the yellow solution to stir at ambient temperature for 24 h. The reaction was cooled to 0° C. and quenched with a solution of saturated NH4Cl (50 ml), extracted with 2× EtOAc and washed with H2O, brine, drying (MgSO4), filtration and removal of solvent in vacuo to give a crude oil. This material was chromatographed (Silica gel, 3% EtOAc/Hexane) to affort the title product.

1. dry with materialTo an oven dried 100 ml 3 neck flask
2. customequipped with septa, thermo probe
3. customthe temperature below 5° C
4. customRemoved ice bath and allowed
5. stirringthe yellow solution to stir at ambient temperature for 24 h
6. customquenched with a solution of saturated NH4Cl (50 ml)
7. extractionextracted with 2× EtOAc
8. washwashed with H2O, brine
9. customdrying
10. filtration(MgSO4), filtration and removal of solvent in vacuo
11. customto give a crude oil
12. customThis material was chromatographed (Silica gel, 3% EtOAc/Hexane)

ORD-Eintrag

ord-69ebc2b84b704e14af5b69cc7f9a85ef

Quelldatensatz

uspto-grants-1999_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05859035