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

HRID 389185ノート

反応式

HRID 389185 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 99.9%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f825a33b781840bdab0fb261e98bda8e
出典データセット
uspto-grants-2013_02
特許番号
US08377874B2

反応ノート

読み込み中…