Water → 5-Bromo-3-methylthiophene-2-carbaldehyde

Temperature

0 °C

To a solution of 3-methylthiophene-2-carbaldehyde (5.7 g) in chloroform (40 mL) was added dropwise bromine (2.5 mL) at 0° C. and, after the completion of the dropwise addition, the mixture was and stirred at 0° C. for 30 min, and then at room temperature for 1 hr, and then under reflux overnight. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was crystallized from ethyl acetate/hexane to give the title compound (8.1 g, 88%) as a brown solid.

1. additionafter the completion of the dropwise addition
2. waitat room temperature for 1 hr
3. temperatureunder reflux overnight
4. extractionthe mixture was extracted with ethyl acetate
5. washThe organic layer was washed with saturated brine
6. dry with materialdried over magnesium sulfate
7. customThe solvent was evaporated under reduced pressure
8. customthe residue was crystallized from ethyl acetate/hexane

ORD record

ord-05f58ecca56b471ca6fca4cc8fea15f3

Source dataset

uspto-grants-2012_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08309580B2