Allyl chloride → HCID 15405343, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of KOH (7.93 g), K2CO3 (1.08 g) and CuCl (0.72 g) in MeOH (40 ml) cooled to 0° C. and kept under N2 was added dropwise a solution of 7-ethynyl-spiro[4.5]decan-7-ol (2) (16.80 g, 94.4 mmol) in iPrOH (40 ml). The resulting red-brown mixture was stirred another 20 minutes at 0° C., then was treated with allylchlorid (11.6 ml, 141.6 mmol, 1.5 equiv) added dropwise for 10 mn, warmed to room temperature and left under stirring at room temperature overnight. The mixture was diluted with MTBE (200 ml), washed with saturated NH4Cl (2×40 ml), H2O (3×30 ml) until neutral pH and dried over MgSO4. 18.52 g (90%) of crude product (3) was isolated as an orange oil that was used without further purification in the final step.

Provenance & Evidence