Hydrochloric Acid → HCID 21242814, compound

To a solution of 2-bromo-4-fluorotoluene (45 g) in dry diethyl ether (500 ml) is added magnesium (for Grignard reagent, 7 g), and the mixture is refluxed with stirring. To the reaction mixture is added methyl iodide (1 ml), by which the reaction initiates vigorously, and then the mixture is stirred for 30 minutes after taking off the heating bath. Thereafter, the reaction becomes mild, and then the reaction mixture is refluxed for 30 minutes. After allowing to cool, dimethyl disulfide (24 ml) is added to the reaction mixture, and the mixture is refluxed for 3 hours. After allowing to cool, water and 10% hydrochloric acid are added to the reaction mixture, and the mixture is extracted with diethyl ether. The extract is washed with water (500 ml×3), dried over anhydrous sodium sulfate and then the solvent is distilled off. The resulting residue is distilled under reduced pressure to give 4-fluoro-2-methylthiotoluene (30 g).

1. temperaturethe mixture is refluxed
2. stirringthe mixture is stirred for 30 minutes
3. temperaturethe reaction mixture is refluxed for 30 minutes
4. temperatureto cool
5. temperaturethe mixture is refluxed for 3 hours
6. temperatureto cool
7. extractionthe mixture is extracted with diethyl ether
8. washThe extract is washed with water (500 ml×3)
9. dry with materialdried over anhydrous sodium sulfate
10. distillationthe solvent is distilled off
11. distillationThe resulting residue is distilled under reduced pressure

ORD record

ord-58a6a53d982c4581991538945d347d39

Source dataset

uspto-grants-1989_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04824834