[CH3:1][O:2][C:3]([CH:5]([C:10](=[O:12])[CH3:11])[CH2:6][C:7]#[C:8][CH3:9])=[CH2:4].[H][H]>[Pd].CC([O-])=O.CC([O-])=O.[Pb+2].N1C2C(=CC=CC=2)C=CC=1.C(OCC)(=O)C>[CH3:1][O:2][C:3]([CH:5]([C:10](=[O:12])[CH3:11])[CH2:6]/[CH:7]=[CH:8]\[CH3:9])=[CH2:4]A mixture of 9.96 g. (60 mmol.) of 2-methoxy-3-acetyl-1-hepten-5-yne, 0.50 g. of Lindlar catalyst, and 10 drops of synthetic quinoline in 100 ml. of ethyl acetate was stirred under one atmosphere of hydrogen until hydrogen absorption was complete, then filtered, concentrated and distilled to afford (Z)-2-methoxy-3-acetyl-1,5-heptadiene; b.p. 64°-66°, (2.0 mmHg).
불러오는 중…