Ethanol → Ethyl 4-bromopyrrole-2-carboxylate

Temperatur

25 °C

1H-Pyrrole-2-carboxylic acid ethyl ester (10 g) was dissolved in carbon tetrachloride (50 ml). A carbon tetrachloride solution (50 ml) of bromine was added dropwise thereto on ice over 30 minutes. The reaction mixture was stirred at 25° C. for one hour. The suspension of reaction mixture was added dropwise to an ethanol solution (100 ml) of 10% sodium ethoxide on ice over 20 minutes. The solvent was concentrated under reduced pressure. The resulting residue was diluted with ethyl acetate (40 ml) and water (20 ml). The organic layer was washed with an aqueous solution saturated with sodium chloride (10 ml), and then concentrated. The residue obtained by concentration under reduced pressure was purified by silica gel column chromatography (hexane/ethyl acetate). Thus, a brown solid was obtained (10 g, 99%).

1. additionThe suspension of reaction mixture
2. concentrationThe solvent was concentrated under reduced pressure
3. additionThe resulting residue was diluted with ethyl acetate (40 ml) and water (20 ml)
4. washThe organic layer was washed with an aqueous solution saturated with sodium chloride (10 ml)
5. concentrationconcentrated
6. customThe residue obtained by concentration under reduced pressure
7. customwas purified by silica gel column chromatography (hexane/ethyl acetate)
8. customThus, a brown solid was obtained (10 g, 99%)

ORD-Eintrag

ord-fd68bc68f7e64f2d868a563444a0b180

Quelldatensatz

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08829199B2