Quinoline → Ethyl alpha-Phenyl-alpha-styrylglycolate

HRID 358244

반응식

HRID 358244 반응식
[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

참가 물질

6

반응물 3

HCID 7047QuinolineHCID 12328607Ethyl alpha-Phenyl-alpha-phenylethynylglycolateHCID 178418361HCID 178418361, 화합물2회

생성물 1

HCID 53886882Ethyl alpha-Phenyl-alpha-styrylglycolate

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-056e80740e334bb390aacf5d33ebd097
출처 데이터셋
uspto-grants-1984_08
특허 번호
US04465834

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