2-[(2,3-Dimethylphenyl)amino]benzenemethanol → HCID 15027376、化合物

HRID 703209ノート

反応式

HRID 703209 の反応式
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[CH3:12][C:13]1[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][C:14]=1[NH:20][C:21]1[CH:28]=[CH:27][CH:26]=[CH:25][C:22]=1[CH2:23][OH:24]>ClCCl>[CH3:12][C:13]1[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][C:14]=1[NH:20][C:21]1[CH:28]=[CH:27][CH:26]=[CH:25][C:22]=1[CH:23]=[O:24]

参加物

4

反応物 2

HCID 150273742-[(2,3-Dimethylphenyl)amino]benzenemethanolHCID 178418287HCID 178418287、化合物

生成物 1

HCID 15027376HCID 15027376、化合物収率 48.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A suspension of pyridinium chlorochromate (47.5 g, 0.22 mol) and neutral alumina (170 g) in dichloromethane (600 ml) is stirred for 30 minutes at room temperature. 2-[(2,3-dimethylphenyl)amino]benzyl alcohol (25 g, 0.11 mol) is added and the reaction mixture is stirred at room temperature overnight. The suspension is filtered through a pad of silica gel (1000 g) and the product is eluted with dichloromethane (2500 ml). The combined filtrate and eluant are evaporated and the residue is recrystallized from cold methanol/water to give 2-[(2,3-dimethylphenyl)amino]benzaldehyde (11.95 g, 48%). Recrystallization from hexane at 0° C. gives analytical material; mp 45°-47° C.

後処理

  1. stirringthe reaction mixture is stirred at room temperature overnight
  2. filtrationThe suspension is filtered through a pad of silica gel (1000 g)
  3. washthe product is eluted with dichloromethane (2500 ml)
  4. customThe combined filtrate and eluant are evaporated
  5. customthe residue is recrystallized from cold methanol/water

出典と根拠

ORDレコード
ord-cf3dae5597544055be96e2d4003bb016
出典データセット
uspto-grants-1991_01
特許番号
US04981865

反応ノート

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