Quinoline → 1,6-Dicarbomethoxy-cis-3-hexene

HRID 1613000노트

반응식

HRID 1613000 반응식
[C:1]([CH2:5][CH2:6][C:7]#[C:8][CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12])([O:3][CH3:4])=[O:2].N1C2C(=CC=CC=2)C=CC=1>[Pd].CC([O-])=O.CC([O-])=O.[Pb+2].CO>[C:11]([CH2:10][CH2:9]/[CH:8]=[CH:7]\[CH2:6][CH2:5][C:1]([O:3][CH3:4])=[O:2])([O:13][CH3:14])=[O:12]

참가 물질

5

반응물 2

HCID 7047QuinolineHCID 109545171,6-Dicarbomethoxy-3-hexyne

생성물 1

HCID 232729831,6-Dicarbomethoxy-cis-3-hexene수율 93.1%

시약·촉매·용매 2

HCID 131709914Lindlars catalyst촉매HCID 887Methanol용매

실험 절차

A mixture of 1,6-dicarbomethoxy-3-hexyne [II-1] (5 g), a Lindlar catalyst (5% Pd-CaCO3 -PbO) (50 mg), quinoline (25 mg) and methanol (15 ml) is charged in an atmospheric hydrogenation apparatus and subjected to reduction at room temperature under atmospheric pressure. After completion of the reaction, the catalyst is removed by filtration and the filtrate is concentrated to give 1,6-dicarbomethoxy-cis-3-hexene [II-2] (4.70 g, yield; 93.0%), b.p. 92°-95° C./0.3 mmHg.

후처리

  1. customsubjected to reduction at room temperature under atmospheric pressure
  2. customAfter completion of the reaction
  3. customthe catalyst is removed by filtration
  4. concentrationthe filtrate is concentrated

출처 및 근거

ORD 기록
ord-cd04e879614c41f980684f008036c460
출처 데이터셋
uspto-grants-1993_03
특허 번호
US05191109

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