Citric Acid → N-Methyl-N-phenyl-glycine

HRID 2184087

반응식

HRID 2184087 반응식
[CH3:1][N:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:3][C:4]([O:6]CC)=[O:5].[OH-].[Na+].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>CO>[CH3:1][N:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:3][C:4]([OH:6])=[O:5]

참가 물질

5

반응물 3

HCID 311Citric AcidHCID 14798Sodium HydroxideHCID 265936(Methyl-phenyl-amino)-acetic acid ethyl ester

생성물 1

HCID 420843N-Methyl-N-phenyl-glycine

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

The product of step 1 (1.1 g, 5.6 mmol) was dissolved in methanol (50 mL) and 1M NaOH (17 mL) added. Allow reaction mixture to stir at ambient temperature over 18 hours. 10% Citric acid solution was added until a pH=4 was reached. Extract several times with EtOAc. The organic layer was washed several times with brine, dried (Na2SO4), filtered, and concentrated affording a quantitative yield of the title compound as a yellow oil. MS (ES+) m/z 166 (MH+).

후처리

  1. customAllow reaction mixture
  2. extractionExtract several times with EtOAc
  3. washThe organic layer was washed several times with brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-03fbe0f0d40340a7bc7bf134029aebc9
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06900244B2

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