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

HRID 1613000ノート

反応式

HRID 1613000 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

HCID 232729831,6-Dicarbomethoxy-cis-3-hexene収率 93.1%

試薬・触媒・溶媒 2

HCID 131709914Lindlars catalyst触媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-cd04e879614c41f980684f008036c460
出典データセット
uspto-grants-1993_03
特許番号
US05191109

反応ノート

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