Methyl iodide → 2,4-Dichloro-6-methoxybenzaldehyde

To a stirred solution of 2,4-dichloro-6-hydroxybenzaldehyde (1.85 g, 9.69 mmol) in N,N-dimethylformamide (20 mL) at ambient temperature was added solid potassium carbonate (1.47 g, 10.7 mmol), and the resulting yellow mixture was stirred at ambient temperature for 30 minutes. Iodomethane (2.42 mL, 38.7 mmol) was added, and the resulting mixture was stirred in an oil bath set to 50° C. for 30 minutes. The mixture was cooled to ambient temperature and diluted with water (200 mL). After stirring for 10 minutes, the precipitate that formed was collected by filtration, washed with water, and dried under vacuum to afford 2,4-dichloro-6-methoxybenzaldehyde as an off-white powder (1.93 g, 97% yield).

1. stirringthe resulting mixture was stirred in an oil bath
2. waitset to 50° C. for 30 minutes
3. temperatureThe mixture was cooled to ambient temperature
4. stirringAfter stirring for 10 minutes
5. customthe precipitate that formed
6. filtrationwas collected by filtration
7. washwashed with water
8. customdried under vacuum

ORD record

ord-5d5c830cfb5d41bd866e2ebcf0c7803c

Source dataset

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09096567B2