Ethanol → Ethyl 11-bromoundecanoate

A solution of 11-bromoundecanoic acid (53 g, 0.2 mol) and concentrated sulphuric acid (1 ml) in ethanol (250 ml) was heated to reflux for 24 hr. After cooling to room temperature, the mixture was concentrated to half its original volume by evaporation under reduced pressure. The residue was poured into water (400 ml) and extracted with diethyl ether (3×300 ml). The combined extracts were then washed with saturated sodium bicarbonate solution (3×200 ml) and water (3×200 ml). After drying over MgSO4 the solvent was evaporated under reduced pressure to give a yellow coil (55.5 g, 95%)

1. temperatureto reflux for 24 hr
2. concentrationthe mixture was concentrated to half its original volume by evaporation under reduced pressure
3. additionThe residue was poured into water (400 ml)
4. extractionextracted with diethyl ether (3×300 ml)
5. washThe combined extracts were then washed with saturated sodium bicarbonate solution (3×200 ml) and water (3×200 ml)
6. dry with materialAfter drying over MgSO4 the solvent
7. customwas evaporated under reduced pressure
8. customto give a yellow coil (55.5 g, 95%)

ORD record

ord-565f08dfa796480d96a811e0ffaacbc5

Source dataset

uspto-grants-1993_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05215878