[CH3:1][CH:2]([OH:13])[C:3]#[C:4][CH:5]([OH:12])[CH2:6][CH2:7][CH:8]=[CH:9][CH2:10][CH3:11].N1C2C(=CC=CC=2)C=CC=1>[Pd]>[CH3:1][CH:2]([OH:13])[CH2:3][CH2:4][CH:5]([OH:12])[CH2:6][CH2:7][CH:8]=[CH:9][CH2:10][CH3:11]Undec-8-en-3-yne-2,5-diol (obtained as detailed above) was hydrogenated under hydrogen and 10 percent palladium on barium sulphate and quinoline. The rush over process provided the product undec-8-ene-2,5-diol.
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