Acetic Acid → HCID 86654669, Verbindung

Temperatur

60 °C

Potassium hydroxide (3.1 g, 54.3 mmol) was added to a stirred solution of 4-iodo-1H-pyrrole-2-carbaldehyde (4.0 g, 18.1 mmol) in dioxane (20 mL). 2-Bromo-ethanol (2.56 mL, 36.2 mmol) was added to the reaction mixture and heated at 60° C. for 16 h. The reaction mixture was cooled to room temperature and the pH was adjusted to ˜6 by the addition of acetic acid. The reaction mixture was then concentrated in vacuo to give a residue which was partitioned between water and ethyl acetate. The organic phase was washed with water, brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give a residue which was purified by column chromatography over silica gel (100-200 mesh) using 10% ethyl acetate in petroleum ether as eluent to afford 1-(2-hydroxyethyl)-4-iodo-pyrrole-2-carbaldehyde (2.4 g, 50%) as a colourless solid.

1. temperatureThe reaction mixture was cooled to room temperature
2. concentrationThe reaction mixture was then concentrated in vacuo
3. customto give a residue which
4. customwas partitioned between water and ethyl acetate
5. washThe organic phase was washed with water, brine
6. dry with materialdried over anhydrous sodium sulfate
7. concentrationconcentrated in vacuo
8. customto give a residue which
9. customwas purified by column chromatography over silica gel (100-200 mesh)

ORD-Eintrag

ord-915adc9b33144c15bcec9faf39cdf7b0

Quelldatensatz

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08993574B2