Methanol → Methyl 6-Bromohexanoate

22 g (0.11 mole) of 6-bromohexanoic acid, 50 ml of methanol, and 3 ml concentrated sulfuric acid were mixed in a 100 ml flask and refluxed for 3 hours, after which period the excess methanol was removed by distillation. 100 ml water and 100 ml chloroform were added to the residue in the flask. The water layer was extracted with several 50 ml portions of chloroform; the portions were combined, washed with 5% sodium bicarbonate, and with water, and then passed through magnesium sulfate. The chloroform was removed by rotary evaporation. The crude product was vacuum distilled to yield greater than 90% methyl 6-bromo-hexanoate.

1. temperaturerefluxed for 3 hours
2. customafter which period the excess methanol was removed by distillation
3. addition100 ml water and 100 ml chloroform were added to the residue in the flask
4. extractionThe water layer was extracted with several 50 ml portions of chloroform
5. washwashed with 5% sodium bicarbonate
6. customThe chloroform was removed by rotary evaporation
7. distillationdistilled

ORD record

ord-8fac7672e2884ad5911f05a3fa007a4e

Source dataset

uspto-grants-1992_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05093471