Methyl 2-((2,3-dimethylphenyl)amino)benzoate → 2-[(2,3-Dimethylphenyl)amino]benzenemethanol

HRID 1461426노트

반응식

HRID 1461426 반응식
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[CH:19]=[CH:18][CH:17]=[CH:16][C:11]=1[C:12](OC)=[O:13].[H-].[Al+3].[Li+].[H-].[H-].[H-]>CCOCC>[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[CH:19]=[CH:18][CH:17]=[CH:16][C:11]=1[CH2:12][OH:13]

참가 물질

4

반응물 2

HCID 71040Methyl 2-((2,3-dimethylphenyl)amino)benzoateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 150273742-[(2,3-Dimethylphenyl)amino]benzenemethanol수율 94.1%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

A solution of 2-[(2,3-dimethylphenyl) amino]benzoic acid, methyl ester (31 g, 121.5 mmol) in dry ether (600 ml) is added dropwise to a suspension of lithium aluminum hydride (6.9 g, 0.18 mmol) in dry ether (200 ml) under an atmosphere of dry nitrogen. The reaction mixture is stirred at room temperature overnight and quenched by the careful dropwise addition of water (7 ml), 15% NaOH (7 ml) and water (20 ml). The resulting suspension is filtered and the filtrate is evaporated to an oil which crystallizes upon addition of hexane to give pure 2-[(2,3-dimethylphenyl)amino]benzyl alcohol (26 g, 94%); mp 65°-69° C.

후처리

  1. customquenched by the careful dropwise addition of water (7 ml), 15% NaOH (7 ml) and water (20 ml)
  2. filtrationThe resulting suspension is filtered
  3. customthe filtrate is evaporated to an oil which
  4. customcrystallizes upon addition of hexane

출처 및 근거

ORD 기록
ord-bf6f1560281b4c3fb56b9f266e499b43
출처 데이터셋
uspto-grants-1991_12
특허 번호
US05075330

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