Methane, dichloromethoxy- → HCID 9964644, compound

Temperature

0 °C

To a flame dried round bottom flask equipped with a nitrogen cap was added 935 mg (4.6 mmol) 6-Methoxy-3-methyl-1,1a,3,7b-tetrahydro-3-aza-cyclopropa[a]naphthalen-2-one, and 40 ml of methylene chloride. The solution was cooled to 0° C. and 46.1 ml (46.1 mmol) of 1.0 M titanium tetrachloride was added. Dichloromethylmethylether (2.09 ml (23.05 mmol) was added and the reaction mixture was stirred at room temperature overnight. The reaction mixture was quenched in 100 ml ice/1N HCl. The aqueous phase was extracted with chloroform (3×30 ml). The combined organics were then washed with saturated bicarbonate solution and then brine followed by drying over sodium sulfate and evaporation in vacuo. The crude residue was taken up in ethyl acetate whereupon crystals formed. Four crops totaling 902 mg were obtained. Mass spectrum APCI m/e 232 (p+1).

1. customTo a flame dried round bottom flask
2. customequipped with a nitrogen
3. customcap
4. customThe reaction mixture was quenched in 100 ml ice/1N HCl
5. extractionThe aqueous phase was extracted with chloroform (3×30 ml)
6. washThe combined organics were then washed with saturated bicarbonate solution
7. dry with materialby drying over sodium sulfate and evaporation in vacuo
8. customformed
9. customwere obtained

ORD record

ord-dc181ac1db90483bbc6a6aec3246a431

Source dataset

uspto-grants-2006_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07119207B2