2-[(2,3-Dimethylphenyl)amino]benzenemethanol → HCID 15027376, 화합물

HRID 1461427노트

반응식

HRID 1461427 반응식
[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]

참가 물질

4

반응물 2

HCID 150273742-[(2,3-Dimethylphenyl)amino]benzenemethanolHCID 178418287HCID 178418287, 화합물

생성물 1

HCID 15027376HCID 15027376, 화합물수율 48.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5a4498bd823b499c82f381f7e24cce22
출처 데이터셋
uspto-grants-1991_12
특허 번호
US05075330

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