Potassium Carbonate → HCID 70664411, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of cis-2-benzyl-7-bromo-6-chloro-3a-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindole (0.154 mmol, 60 mg), tetrakis(triphenylphosphine)Pd(0) (7.68 μmol, 8.96 mg), 2,4,6-trimethyl-1,3,5,2,4,6-trioxatriborinane (0.184 mmol, 52 μl, 46.3 mg) and potassium carbonate (0.230 mmol, 32.2 mg) in 1,4-Dioxane (1 ml) and Water (0.5 ml) was heated in a microwave reactor at 130° C. for 20 min. The reaction mixture was diluted with DCM and water, the phases were separated and the aqueous was extracted with DCM (using a hydrophobic frit). The combined organic extracts were concentrated in vacuo and purified by silica column chromatography (eluting with neat heptane—2:1 heptane:ethyl acetate). The fractions containing the product compound were concentrated in vacuo and then redissolved in MeOH and then passed through Strata SCX column (1 g) and concentrated in vacuo to afford cis-2-benzyl-6-chloro-3a,7-dimethyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindole (39.4 mg), m/z=326.2 [M+H]+.

Provenance & Evidence