Water → (2-Amino-benzylamino)-acetic acid methyl ester

HRID 472752ノート

反応式

HRID 472752 の反応式
[NH2:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH2:9].Br[CH2:11][C:12]([O:14][CH2:15]C)=[O:13].O>O1CCOCC1>[CH3:15][O:14][C:12](=[O:13])[CH2:11][NH:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH2:9]

参加物

5

反応物 3

HCID 962WaterHCID 7748Ethyl bromoacetateHCID 1780962-(Aminomethyl)aniline

生成物 1

HCID 65440269(2-Amino-benzylamino)-acetic acid methyl ester

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

実験手順

2-Aminomethyl-phenylamine (1.54 g, 10.1 mmol) and TEA (3.06 ml, 20.2 mmol) are refluxed in 1,4-dioxane. A solution of ethyl bromoacetate (1.12 ml, 10.1 mmol) in 1,4-dioxane (5 ml) is added slowly over 1 hour resulting in a precipitate. The reaction mixture is stirred at reflux for 2 hours. The reaction mixture is cooled to RT, treated with water and extracted with EtOAc, the organic phase is dried over MgSO4, filtered and is concentrated in vacuo. Purification by flash column chromatography on silica, eluting with DCM:MeOH (40:1) affords the title compound; [M+H]+ 195.

後処理

  1. customresulting in a precipitate
  2. temperatureat reflux for 2 hours
  3. extractionextracted with EtOAc
  4. dry with materialthe organic phase is dried over MgSO4
  5. filtrationfiltered
  6. concentrationis concentrated in vacuo
  7. customPurification by flash column chromatography on silica
  8. washeluting with DCM:MeOH (40:1)

出典と根拠

ORDレコード
ord-3886cd3db847427b806635279db4bdd8
出典データセット
uspto-grants-2014_01
特許番号
US08633211B2

反応ノート

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