Diethyl Ether → (Z)-4-benzyloxy-2-butenal

HRID 374714

反応式

HRID 374714 の反応式
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[CH2:12]([O:19][CH2:20]/[CH:21]=[CH:22]\[CH2:23][OH:24])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(OCC)C>ClCCl>[CH2:12]([O:19][CH2:20]/[CH:21]=[CH:22]\[CH:23]=[O:24])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 11008492cis-4-Benzyloxy-2-buten-1-olHCID 178418287HCID 178418287、化合物

生成物 1

HCID 11401075(Z)-4-benzyloxy-2-butenal収率 65.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

11.1 g of pyridinium chlorochromate and 12 g of celite were suspended in 100 ml of dry dichloromethane, and 6 g of (Z)-4-benzyloxy-2-buten-1-ol was added thereto under stirring at 0° C. The mixture was stirred at room temperature for three hours, and then diethyl ether was added thereto. The insolubles were removed by filtration. The filtrate was subjected to distillation under reduced pressure for removal of the solvent, and the residue was purified by silica gel column chromatography (diethyl ether) to obtain 3.9 g of (Z)-4-benzyloxy-butenal as slightly yellow oily substance.

後処理

  1. stirringThe mixture was stirred at room temperature for three hours
  2. customThe insolubles were removed by filtration
  3. distillationThe filtrate was subjected to distillation under reduced pressure for removal of the solvent
  4. customthe residue was purified by silica gel column chromatography (diethyl ether)

出典と根拠

ORDレコード
ord-0f472a61010e4409a2394b4befe611e4
出典データセット
uspto-grants-1996_01
特許番号
US05481036

関連ノート

読み込み中…