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

HRID 1195873ノート

反応式

HRID 1195873 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-073499d8f7e34a348f7358873e932fb4
出典データセット
uspto-grants-1992_05
特許番号
US05112846

反応ノート

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