Hydrochloric Acid → Ethyl 11-bromoundecanoate

Compound 1, 11-Bromoundecanoic acid (41.38 g, 156 mmol), was placed in a 250 ml round-bottomed flask equipped with a reflux condenser. After absolute ethanol (60 ml) and concentrated HCl (1/2 ml) were added, the reaction mixture was refluxed overnight. The reaction mixture was allowed to cool to room temperature before the solvent was removed under reduced pressure. The resulting yellow oil was dissolved in ether. The ether solution was extracted with saturated sodium carbonate (NaHCO3) and H2O, and dried over magnesium sulfate (MgSO4). The solvent was removed under reduced pressure. Purification of the crude product was obtained by vacuum distillation which yielded a colorless oil, ethyl-11-bromoundecanoate, compound 2 (37.32 g, 82.5% yield).

1. customequipped with a reflux condenser
2. temperaturethe reaction mixture was refluxed overnight
3. customwas removed under reduced pressure
4. dissolutionThe resulting yellow oil was dissolved in ether
5. extractionThe ether solution was extracted with saturated sodium carbonate (NaHCO3) and H2O
6. dry with materialdried over magnesium sulfate (MgSO4)
7. customThe solvent was removed under reduced pressure
8. customPurification of the crude product
9. customwas obtained by vacuum distillation which

ORD record

ord-554e3b40b9014ea3a3a7124c81fa1af8

Source dataset

uspto-grants-1998_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05795561