Hydrochloric Acid → 2-(3,4-Difluorophenyl)acetaldehyde

Into a 1 liter three-necked flask equipped with a stirrer and a condenser, 46.70 g (274 mmol) of 1-methoxy-2-(3,4-difluorophenyl)ethane, 685 ml of acetone and 114 ml of 3M-hydrochloric acid were charged and the mixture was heated under reflux for 2 hrs. Acetone was distilled off, and water and ether were added. An organic layer and an aqueous layer were separated, the aqueous layer was extracted with ether, the extract combined with the organic layer was washed with a saturated aqueous solution of sodium hydrogen carbonate, and dried over anhydrous magnesium sulfate. The desiccating agent was filtered off, the solvent distilled off, the solution condensed and purified by vacuum distillation to obtain 33.29 g (78%, bp 98-100° C./16 Torr.).

1. customInto a 1 liter three-necked flask equipped with a stirrer and a condenser
2. temperaturethe mixture was heated
3. temperatureunder reflux for 2 hrs
4. distillationAcetone was distilled off
5. additionwater and ether were added
6. customAn organic layer and an aqueous layer were separated
7. extractionthe aqueous layer was extracted with ether
8. washwas washed with a saturated aqueous solution of sodium hydrogen carbonate
9. dry with materialdried over anhydrous magnesium sulfate
10. filtrationThe desiccating agent was filtered off
11. distillationthe solvent distilled off
12. customthe solution condensed
13. distillationpurified by vacuum distillation
14. customto obtain 33.29 g (78%, bp 98-100° C./16 Torr.)

ORD record

ord-60ffabc6ec904d3dac783392bc5536c0

Source dataset

uspto-grants-2002_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06500503B2