Acetic Acid → Ethyl 3-(methylamino)-3-phenylacrylate

HRID 389185노트

반응식

HRID 389185 반응식
[C:1]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:15][NH2:16].C(O)(=O)C>CCO>[CH3:15][NH:16][C:1]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[CH:9][C:10]([O:12][CH2:13][CH3:14])=[O:11]

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 6329MethylamineHCID 7170Ethyl benzoylacetate

생성물 1

HCID 58005139Ethyl 3-(methylamino)-3-phenylacrylate수율 99.9%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of ethyl benzoylacetate (30 g, 156 mmol) and methylamine (2 M in THF, 390 mL, 780 mmol) in EtOH (150 mL), was added acetic acid (44.7 mL, 780 mmol). The reaction mixture was heated to reflux with stirring for 15 hours. The reaction mixture was cooled, concentrated and partitioned between DCM and 1M HCl. The phases were separated and the organic layer dried over Na2SO4, filtered and concentrated to give the title compound (32 g), used without further purification.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux
  3. temperatureThe reaction mixture was cooled
  4. concentrationconcentrated
  5. custompartitioned between DCM and 1M HCl
  6. customThe phases were separated
  7. dry with materialthe organic layer dried over Na2SO4
  8. filtrationfiltered
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f825a33b781840bdab0fb261e98bda8e
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08377874B2

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