5-Bromo-2-furanecarboxylic acid → Methyl 5-bromofuran-2-carboxylate

Boron trifluoride methanol (6.3 ml, 7.6 g) was added to a stirred solution of 5-bromofuran-2-carboxylic acid (10 g) in methanol (90 ml) and heated under reflux under nitrogen for 5 hours. More boron trifluoride methanol (5 ml) was added and the mixture heated under reflux for 5 hours, allowed to cool to room temperature and stand for 10 hours before the solvent was removed in vacuo and the residue poured into saturated sodium hydrogen carbonate solution (300 ml) and extracted with ethyl acetate (3×200 ml). The extract was washed with saturated sodium hydrogen carbonate solution (2×100 ml), dried over MgSO4, and the solvent removed in vacuo to give methyl 5-bromofuran-2-carboxylate, m.p. 62° C.

1. temperatureheated
2. temperatureunder reflux under nitrogen for 5 hours
3. temperaturethe mixture heated
4. temperatureunder reflux for 5 hours
5. customwas removed in vacuo
6. additionthe residue poured into saturated sodium hydrogen carbonate solution (300 ml)
7. extractionextracted with ethyl acetate (3×200 ml)
8. washThe extract was washed with saturated sodium hydrogen carbonate solution (2×100 ml)
9. dry with materialdried over MgSO4
10. customthe solvent removed in vacuo

ORDレコード

ord-347464d7359a4fd8b895aa8d88b094e5

出典データセット

uspto-grants-1991_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04983619