[CH:1]([CH:3]1[CH2:8][CH2:7][CH:6]([CH:9]2[CH2:14][CH2:13][C:12](=O)[CH2:11][CH2:10]2)[CH2:5][CH2:4]1)=[CH2:2].[Br-].[C:17]1([P+](C2C=CC=CC=2)(C2C=CC=CC=2)CCC=C)C=CC=C[CH:18]=1.[CH3:40][C:41](C)([O-])C.[K+].O>C1COCC1>[CH:1](=[C:3]1[CH2:8][CH2:7][CH:6]([CH:9]2[CH2:14][CH2:13][CH:12]([CH:40]=[CH2:41])[CH2:11][CH2:10]2)[CH2:5][CH2:4]1)[CH2:2][CH:17]=[CH2:18]
20.6 g of 4'-vinylbicyclohexyl-4-one and 39.7 g of triphenyl(3-butenyl)phosphonium bromide in 250 ml of THF were cooled to -10° C. under nitrogen with stirring. A solution of 11.44 g of potassium tert-butoxide in 150 ml of THF was then added dropwise at -10° C. with stirring, and the mixture was then stirred at RT for a further 2 hours. The yellow suspension was cooled to 10° C., and 500 ml of water were added. The organic phase was separated off, and the aqueous phase was extracted once with 100 ml of methyl tert-butyl ether. Combined organic extracts were washed once with 100 ml of water, dried using sodium sulfate, filtered and evaporated to give a residue, giving 4'-but-3-enylidene-4-vinylbicyclohexyl.
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