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

HRID 472752노트

반응식

HRID 472752 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-3886cd3db847427b806635279db4bdd8
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08633211B2

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