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Malonic Acid → 3-Amino-3-(3-bromophenyl)propanoic acid

HRID 501694
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HRID 501694 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.[C:10]([OH:16])(=[O:15])[CH2:11]C(O)=O.C([O-])(=O)C.[NH4+:21]>C(O)C>[NH2:21][CH:5]([C:4]1[CH:7]=[CH:8][CH:9]=[C:2]([Br:1])[CH:3]=1)[CH2:11][C:10]([OH:16])=[O:15]
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참가 물질

5

반응물 3

HCID 867Malonic AcidHCID 765833-BromobenzaldehydeHCID 517165Ammonium Acetate

생성물 1

HCID 6036193-Amino-3-(3-bromophenyl)propanoic acid수율 70%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
0 °C

실험 절차

Step Z (1). A mixture of 200 grams (1.08 mol) of 3-bromobenzaldehyde, 112 grams (1.08 mol) of malonic acid, and 166.5 g (2.16 mol) of ammonium acetate was suspended in 1.125 liters of absolute ethanol. The mixture was mechanically stirred and brought to reflux temperature, whereupon the solution clarified. The mixture was kept at reflux for 16 h, and a precipitate formed. The mixture was chilled to 0° C., and the solid product was collected by filtration and washed with cold ethanol to yield 184 grams (70%) of 3-amino-3-(3-bromophenyl)propanoic acid as a white solid which was carried forward without further purification or analytical characterization.

후처리

  1. temperatureto reflux temperature
  2. temperatureat reflux for 16 h
  3. customa precipitate formed
  4. filtrationthe solid product was collected by filtration
  5. washwashed with cold ethanol

출처 및 근거

ORD 기록
ord-84534cc5f30a4e89919fc92117e64f17
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07772221B2

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