HCID 59904930, compound → HCID 13150096, compound

Participants

Reaction Steps

(Method B) Jones reagent (1.1 equiv., 1.77 mmol, 0.663 mL) was added to a solution of cis-1,2,3,5,10,10a-hexahydropyrrolo[1,2-b]isoquinolin-10-ol (1.61 mmol, 304 mg, Example 35 below) in acetone (10 mL) in 5 minutes at room temperature (Szmuszkovicz, J.; Skaletzky, L. L. J. Org. Chem. 1967, 32, 3300). The mixture was concentrated in vacuo and H2O(15 mL) was added. The mixture was cooled with ice, basified with NaOH (10 mL, 1 N) and extracted with CH2Cl2 (3×20 mL). The combined extracts were washed with H2O(15 mL) and brine (15 mL), dried over Na2SO4 and concentrated in vacuo to give 1,2,3,5,10,10a-hexahydropyrrolo[1,2-b]isoquinolin-10-one as a yellow oil (198 mg). The 1H NMR spectrum was identical to that obtained by method (A).

Provenance & Evidence