Acetylene → HCID 15405342, compound

Participants

Reaction Conditions

Reaction Steps

Acetylen was bubbled for 30 mn through a mixture of tBuOK (14.11 g, 125.8 mmol, 1.1 equiv) in THF (100 ml) cooled to 0° C. The resulting white suspension was diluted with more THF (50 ml) and treated with spiro[4.5]decan-7-one (1) (17.20 g, 113.2 mmol) added dropwise for 20 mn. The reaction mixture was stirred at room temperature for 3 h, treated with saturated NH4Cl (500 ml) and extracted with MTBE (4×150 ml). The combined organic phases were washed with H2O (6×70 ml) until neutral pH and dried over MgSO4. 16.90 g (84%) of crude product (2) was isolated as an orange oil that was used without further purification in the following step.

Provenance & Evidence