Malonic Acid → 3-Amino-3-cyclopropylpropanoic acid

HRID 2377095ノート

反応式

HRID 2377095 の反応式
[CH:1]1([CH:4]=O)[CH2:3][CH2:2]1.[C:6]([O-:9])(=[O:8])[CH3:7].[NH4+:10].C(O)(=O)CC(O)=O>C(O)C>[NH2:10][CH:4]([CH:1]1[CH2:2][CH2:3]1)[CH2:7][C:6]([OH:9])=[O:8]

参加物

5

反応物 3

HCID 867Malonic AcidHCID 123114CyclopropanecarboxaldehydeHCID 517165Ammonium Acetate

生成物 1

HCID 101540633-Amino-3-cyclopropylpropanoic acid収率 54%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of cyclopropanecarboxaldehyde (150.2 g, 2.1 mol), ammonium acetate (329.9 g, 4.3 mol), malonic acid (223 g, 2.1 mol), and ethanol (850 mL) was stirred at reflux for 19 h. The reaction was analyzed by LCMS and determined to be complete. The mixture was allowed to cool to room temperature. The heterogeneous mixture was further cooled with an ice-bath and stirred 3 h prior to collecting the solid precipitate by suction filtration. The cake was washed with cold ethanol (displacement wash: 250 mL) and the solids dried under vacuum to provide 146.5 g of the desired compound (53% yield) as a white solid. mp: 206-208° C.

後処理

  1. temperatureat reflux for 19 h
  2. temperatureThe heterogeneous mixture was further cooled with an ice-bath
  3. stirringstirred 3 h
  4. customto collecting the solid precipitate
  5. filtrationby suction filtration
  6. washThe cake was washed with cold ethanol (displacement wash: 250 mL)
  7. customthe solids dried under vacuum

出典と根拠

ORDレコード
ord-f2ef3fd474ef44aa82b1e977994a12a9
出典データセット
uspto-grants-2008_12
特許番号
US07468375B2

反応ノート

読み込み中…