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 NaHCO3 and H2O, and dried over 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 NaHCO3 and H2O
6. dry with materialdried over 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-d4f65c2975c943c89a506aaca8cdc40a

Source dataset

uspto-grants-1990_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04965391