1,2-Dibromoethane → 3-methylbutyrophenone O-(2-bromoethyl)oxime

Temperatur

0 °C

A mixture of the above oxime (5.0 g, 28 mmol), 1,2-dibromoethane (25 ml) and N,N,N,N-tetrabutylammoniumbromide (1.0 g, 3 mmol) was cooled to 0° C. and 9N sodium hydroxide (35 ml) was carefully added. The mixture was stirred vigorously at room temperature for 3 days. Water (50 ml) was added and the resulting mixture extracted with dichloromethane (2×100 ml). To the combined organic phases was added water (50 ml) and pH in the aqueous phase was adjusted to 5 with 10% aqueous citric acid. The organic phase was washed with water (50 ml) and brine (50 ml) and dried (MgSO4). The solvent was evaporated in vacuo to give 8.0 g of 3-methylbutyrophenone O-(2-bromoethyl)oxime.

1. extractionthe resulting mixture extracted with dichloromethane (2×100 ml)
2. additionTo the combined organic phases was added water (50 ml)
3. washThe organic phase was washed with water (50 ml) and brine (50 ml)
4. dry with materialdried (MgSO4)
5. customThe solvent was evaporated in vacuo

ORD-Eintrag

ord-13a19c35b95d413baad61775eac91e11

Quelldatensatz

uspto-grants-1997_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05608069