Quinoline → 2,5-Undecadien-1-ol, (2Z,5Z)-
反応式
[CH2:1]([OH:12])[C:2]#[C:3][CH2:4][C:5]#[C:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].N1C2C(=CC=CC=2)C=CC=1.[H][H]>C(O)C.[Pd].CC([O-])=O.CC([O-])=O.[Pb+2]>[CH2:1]([OH:12])/[CH:2]=[CH:3]\[CH2:4]/[CH:5]=[CH:6]\[CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]参加物
6
実験手順
2,5-undecadiyn-1-ol (1.5 g) in absolute ethanol (15 ml) was reduced with Lindlar catalyst (0.33 g) in the presence of quinoline (0.1 ml) at 25° C., 1 atm., for 7 h. The uptake of hydrogen stopped at 420 ml (theoretical 428 ml). The solution was filtered, and the solvent was evaporated to give 1.5 g of crude product which was then purified by column chromatography on silica gel (50 g). Elution with ether-petroleum ether (1:4 parts by volume) gave 1.07 g of (Z,Z)-2,5-undecadien-1-ol as an oil.
後処理
- filtrationThe solution was filtered
- customthe solvent was evaporated
- customto give 1.5 g of crude product which
- customwas then purified by column chromatography on silica gel (50 g)
- washElution with ether-petroleum ether (1:4 parts by volume)
出典と根拠
- ORDレコード
- ord-2342aa412e3349f18cb0714a9fc136d4
- 出典データセット
- uspto-grants-1987_02
- 特許番号
- US04642364
反応ノート
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