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

HRID 1879269ノート

反応式

HRID 1879269 の反応式
[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]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 6329MethylamineHCID 7170Ethyl benzoylacetate

生成物 1

HCID 58005139Ethyl 3-(methylamino)-3-phenylacrylate収率 20%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of ethyl benzoylacetate and methylamine (2M in THF, 8 eq.) in EtOH (1 M) was added acetic acid (8 eq.). The reaction mixture was heated to reflux and stirred for three days. The reaction mixture was concentrated and partition between DCM and 1N HCl. The layers were separated and the organic layer was dried (Na2SO4), filtered and concentrated to give the title compound 112 (20%) which was used with no further purification.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux
  3. concentrationThe reaction mixture was concentrated
  4. custompartition between DCM and 1N HCl
  5. customThe layers were separated
  6. dry with materialthe organic layer was dried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-dc5ed1a494244fd988252b8f61b6b4d3
出典データセット
uspto-grants-2012_11
特許番号
US08314062B2

反応ノート

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