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

Into a 250 mL round-bottomed flask was added N,N-dimethylformamide (3.5 mL) in dichloromethane (30 mL) to give a colorless solution. 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 to 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. customto give a colorless solution
2. temperatureThe solution was warmed up to room temperature
3. temperatureThe mixture was heated
4. temperatureto reflux for overnight
5. customThe reaction mixture was quenched by 0° C. solution of sodium acetate (25 g in 50 mL water)
6. extractionThe aqueous layer was extracted with ether (3×200 mL)
7. dry with materialdried over Na2SO4
8. filtrationfiltered
9. customdried under vacuum

ORD-Eintrag

ord-c7c7396e89e347b09c858efba65bd40f

Quelldatensatz

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09303025B2