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Diethyl Ether → 2,2-Dimethyl-3-(3-phenyl-2-propenoxy)propionaldehyde

HRID 1284848
ノート
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反応式

HRID 1284848 の反応式
[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[CH3:22][C:23]([CH3:37])([CH2:26][O:27][CH2:28][CH:29]=[CH:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[CH2:24][OH:25].C(OCC)C>C(Cl)Cl>[CH3:22][C:23]([CH3:37])([CH2:26][O:27][CH2:28][CH:29]=[CH:30][C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)[CH:24]=[O:25]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 2724130Cornforth reagentHCID 539836772,2-Dimethyl-3-(3-phenyl-2-propenoxy)propanol

生成物 1

HCID 542445902,2-Dimethyl-3-(3-phenyl-2-propenoxy)propionaldehyde

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

In a dry three-neck flask equipped with a mechanical stirrer and an addition funnel was placed 128 g of pyridinium dichromate and 320 ml of dry CH2Cl2. The mixture was vigorously stirred and a solution of 32.37 g (0.147 mole) of 2,2-dimethyl-3-(3-phenyl-2-propenoxy)propanol, the product of Example 10a, in 50 ml of CH2Cl2 was added in one portion. The reaction mixture was stirred at room temperature for three days and then was poured into 400 ml of ethyl ether. The resulting mixture was filtered through a column packed with dry silica gel to obtain a yellow filtrate. The filtrate was concentrated to obtain a yellow residue. Kugelrohr distillation of the residue gave the title compound, bp 90°/0.05 mm Hg.

後処理

  1. customIn a dry three-neck flask equipped with a mechanical stirrer and an addition funnel
  2. stirringThe reaction mixture was stirred at room temperature for three days
  3. filtrationThe resulting mixture was filtered through a column
  4. customto obtain a yellow filtrate
  5. concentrationThe filtrate was concentrated
  6. customto obtain a yellow residue
  7. distillationKugelrohr distillation of the residue

出典と根拠

ORDレコード
ord-537612270bb14c3cb0343fc3e1d1aeb4
出典データセット
uspto-grants-1986_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04564476

反応ノート

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