Quinoline → Ethyl alpha-Phenyl-alpha-styrylglycolate

HRID 358244

反応式

HRID 358244 の反応式
[C:1]1([C:7]([C:14]#[C:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)([OH:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1C2C(=CC=CC=2)C=CC=1.[H][H]>[Pd].C(O)C>[C:1]1([C:7]([CH:14]=[CH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)([OH:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

6

反応物 3

HCID 7047QuinolineHCID 12328607Ethyl alpha-Phenyl-alpha-phenylethynylglycolateHCID 178418361HCID 178418361、化合物2 回

生成物 1

HCID 53886882Ethyl alpha-Phenyl-alpha-styrylglycolate

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

Ethyl α-phenyl-α-phenylethynylglycolate (5.6 g., 0.02 mole) in 50 ml. of absolute ethanol, 0.2 g. of palladium on barium sulfate and a drop of quinoline were placed in a Parr shaker under 40 psi of hydrogen at room temperature. The required amount of hydrogen was taken up in 13 minutes. The catalyst was filtered and the filtrate stripped of ethanol in vacuo to yield 5.7 g. (100%) of crude product. Both n.m.r. and infrared spectroscopy confirmed the structure. The material was distilled to yield 4.1 g. of liquid, b.p. 130°-43° (0.16 mm.). N.m.r. analysis of the distilled material indicated that about 5 mole % of the fully saturated derivative was present as an impurity.

後処理

  1. filtrationThe catalyst was filtered
  2. customto yield 5.7 g
  3. distillationThe material was distilled
  4. customto yield 4.1 g

出典と根拠

ORDレコード
ord-056e80740e334bb390aacf5d33ebd097
出典データセット
uspto-grants-1984_08
特許番号
US04465834

関連ノート

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