Chloride → HCID 68429861, compound

Participants

Reaction Steps

Methoxymethyltryphenylphosphonium chloride (17.9 g) was suspended in THF (150 mL), to which THF solution (150 mL) of potassium tert-butoxide was then added dropwise at −20° C., followed by stirring at that temperature for 0.5 hour. To the resulting mixture, THF solution (100 mL) of 4′-Vinyl-bicyclohexyl-4-carbaldehyde (9.0 g) was added dropwise at −20° C., followed by stirring at that temperature for further 1 hour, and then the temperature of the system was gradually increased to room temperature. To the resulting solution, water (300 mL) was added, followed by extracting with toluene. The organic layer was washed with water and concentrated in about 300 mL under reduced pressure, and then the resulting solution was poured into 1000 mL of n-heptane with vigorous stirring. The resulting suspension was filtered under reduced pressure, and then the filtrate was concentrated under reduced pressure. The resulting colorless yellow residue was purified by silica gel column chromatography to obtain 4-(2-methoxy-vinyl)-4′-vinylbicyclohexyl (8.9 g) in a colorless yellow oily form.

Provenance & Evidence