2-Iodobenzylic alcohol → 2-Iodobenzaldehyde

HRID 420418

反応式

HRID 420418 の反応式
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[I:12][C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH2:15][OH:16]>ClCCl.CCOCC>[I:12][C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH:15]=[O:16]

参加物

5

反応物 2

HCID 1076292-Iodobenzylic alcoholHCID 178418287HCID 178418287、化合物

生成物 1

HCID 6434392-Iodobenzaldehyde収率 95.9%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒

実験手順

A suspension of pyridinium chlorochromate (8.28 g, 38.4 mmol) and dry celite (5.00 g) in dry dichloromethane was stirred at room temperature for 15 min. 2-Iodobenzyl alcohol (3.03 g, 12.9 mmol) in dry dichloromethane (50 ml) was added. The suspension was shielded from light and stirred at room temperature for 2 h after which it was diluted with ether, and filtered through celite. The cloudy brown filtrate was concentrated to a red-brown gummy solid which was dissolved in dichloromethane and passed through a short silica column, eluting with dichloromethane. The solution was concentrated to give 2-iodobenzaldehyde (19) as a pale yellow oil (2.87 g, 95%).

後処理

  1. dry with materialdry celite (5.00 g) in dry dichloromethane
  2. stirringstirred at room temperature for 2 h after which it
  3. filtrationfiltered through celite
  4. concentrationThe cloudy brown filtrate was concentrated to a red-brown gummy solid which
  5. dissolutionwas dissolved in dichloromethane
  6. washeluting with dichloromethane
  7. concentrationThe solution was concentrated

出典と根拠

ORDレコード
ord-1f5a88fde8d14cf491d019b6f642a41b
出典データセット
uspto-grants-2012_01
特許番号
US08097238B2

関連ノート

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