HCID 57971179、化合物 → 6-(3,3-Diethoxypropyl)quinoline

HRID 1966367ノート

反応式

HRID 1966367 の反応式
[CH2:1]([O:3][CH:4]([O:17][CH2:18][CH3:19])[C:5]#[C:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[N:13]=[CH:12][CH:11]=[CH:10]2)[CH3:2]>[Pd].C1COCC1>[CH2:18]([O:17][CH:4]([O:3][CH2:1][CH3:2])[CH2:5][CH2:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[N:13]=[CH:12][CH:11]=[CH:10]2)[CH3:19]

参加物

4

反応物 1

HCID 57971179HCID 57971179、化合物

生成物 1

HCID 579711766-(3,3-Diethoxypropyl)quinoline収率 98.1%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 6-(3,3-diethoxyprop-1-yn-1-yl)quinoline (22, 56 mg, 0.22 mmol) and 10% palladium on carbon (5 mg) in THF (5 mL) was hydrogenated under H2 at 1 atm for 6 h. The reaction mixture was filtered through a celite bed and the celite bed was washed with THF (2×2 mL). The combined filtrates were concentrated under the reduced pressure to afford 6-(3,3-diethoxypropyl)quinoline (23, 56 mg, 57 mg theoretical, 98% yield) as a clear oil, which was found to be sufficiently pure to be used in the subsequent reaction without further purification and was identical to the material made from Method A in every comparable aspect.

後処理

  1. filtrationThe reaction mixture was filtered through a celite bed
  2. washthe celite bed was washed with THF (2×2 mL)
  3. concentrationThe combined filtrates were concentrated under the reduced pressure

出典と根拠

ORDレコード
ord-9fbbc84113dc4b25a4ca4a312b023d1f
出典データセット
uspto-grants-2013_04
特許番号
US08420645B2

反応ノート

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