Dimethylformamide → 2-chloro-4,4-diMethylcyclohex-1-enecarbaldehyde

Into a 250 mL round-bottomed flask was added N,N-dimethylformamide (3.5 mL) to dichloromethane (30 mL). The mixture was cooled to −10° C., and phosphoryl trichloride (4 mL) was added dropwise. The solution was warmed up to room temperature, and 3,3-dimethylcyclohexanone (5.5 mL) was added slowly. The mixture was heated at reflux for overnight. The reaction mixture was quenched by 0° C. solution of sodium acetate (25 g in 50 mL water). The aqueous layer was extracted with ether (3×200 mL). The organic layers were combined, dried over Na2SO4, filtered, and dried under vacuum.

1. temperatureThe solution was warmed up to room temperature
2. temperatureThe mixture was heated
3. temperatureat reflux for overnight
4. customThe reaction mixture was quenched by 0° C. solution of sodium acetate (25 g in 50 mL water)
5. extractionThe aqueous layer was extracted with ether (3×200 mL)
6. dry with materialdried over Na2SO4
7. filtrationfiltered
8. customdried under vacuum

ORD-Eintrag

ord-64ae5c9353504cdf82f89aa9d3f324d3

Quelldatensatz

uspto-grants-2015_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09029404B2