Hydrochloric Acid → 2-Chloromethyl-5-dimethylaminomethyl-3-methylfuran

To a solution of 2-dimethylaminomethyl-3-methylfuran (6.5 g; 37.0 mmoles) [prepared in Step A] in 250 ml of chloroform was added paraformaldehyde (1.67 g; 55.7 mmoles) and zinc chloride (312 mg), and a slow stream of HCl gas was bubbled through while stirring at ambient temperature for 15 minutes. Stirring was continued for 2 hours, then HCl gas was bubbled through for 15 minutes and the mixture stirred for 1 hour. At this time additional paraformaldehyde (1.67 g; 55.7 mmoles) was added to the reaction mixture and a slow stream of HCl gas was passed through for 15 minutes. After stirring at ambient temperature for 18 hours, the reaction mixture was filtered through Celite and the filtrate evaporated under reduced pressure to yield the title compound (4.97 g) which crystallized upon standing and was used without further purification in Step C.

1. customa slow stream of HCl gas was bubbled through
2. stirringStirring
3. waitwas continued for 2 hours
4. customHCl gas was bubbled through for 15 minutes
5. stirringthe mixture stirred for 1 hour
6. customwas passed through for 15 minutes
7. stirringAfter stirring at ambient temperature for 18 hours
8. filtrationthe reaction mixture was filtered through Celite
9. customthe filtrate evaporated under reduced pressure

ORD-Eintrag

ord-373c6d70a4c04677a327af7f177267ac

Quelldatensatz

uspto-grants-1983_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04394508