Hydrochloric Acid → HCID 68864647, compound

Participants

Reaction Conditions

Reaction Steps

At 0° C., 15.3 ml of a soln. of LDA (2M in THF/heptane/ethylbenzene, 31 mmol, 2.5 eq.) was treated dropwise with a soln. of 2.5 g of 5-Isopropenyl-4,8-dimethylbicyclo[3.3.1]non-7-en-2-one (12 mmol) in 25 ml THF. The reaction mixture was stirred 1.5 h at 0° C., treated with 2.6 ml methyl iodide (41.7 mmol, 3.4 eq.), stirred at 25° C. for 3 h, and poured into 1M aq. HCl soln. Extraction with MTBE (2×80 ml), washing of the org. phase with H2O, aq. sat. NaCl soln., drying (MgSO4) gave 3.6 g crude. FC (hexane/MTBE 24:1) gave 0.56 g (21%) of compound 3. The boiling point of the end product is 120° C. at 0.08 mbar. Rf (hexane/MTBE 24:1) 0.26.

Provenance & Evidence