Malonic Acid → 3-Amino-3-cyclopropylpropanoic acid

HRID 2377095노트

반응식

HRID 2377095 반응식
[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]

참가 물질

5

반응물 3

HCID 867Malonic AcidHCID 123114CyclopropanecarboxaldehydeHCID 517165Ammonium Acetate

생성물 1

HCID 101540633-Amino-3-cyclopropylpropanoic acid수율 54%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f2ef3fd474ef44aa82b1e977994a12a9
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07468375B2

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