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Methanol → 3-Amino-1-(2-methoxycarbonyl-1-phenylethyl)-2-azetidinone

HRID 2418198
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HRID 2418198 반응식
C1(=O)[N:5]([CH:6]2[CH2:9][N:8]([CH:10]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:11][C:12]([O:14][CH3:15])=[O:13])[C:7]2=[O:22])C(=O)C2=CC=CC=C12.CN(C)CCCN.CO.C(Cl)(Cl)Cl>C(OCC)(=O)C>[NH2:5][CH:6]1[CH2:9][N:8]([CH:10]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:11][C:12]([O:14][CH3:15])=[O:13])[C:7]1=[O:22]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 887MethanolHCID 6212ChloroformHCID 7993N,N-Dimethyl-1,3-propanediamineHCID 23463638HCID 23463638, 화합물

생성물 1

HCID 539654873-Amino-1-(2-methoxycarbonyl-1-phenylethyl)-2-azetidinone수율 82.6%

시약·촉매·용매 1

HCID 8857Ethyl Acetate
용매

실험 절차

3-Phthalimido-1-(2-methoxycarbonyl-1-phenylethyl)-2-azetidinone (1.90 g.) and N,N-dimethyl-1,3-propanediamine (1.14 g.) were added to a mixture of methanol (20 ml.) and chloroform (5 ml.), whereafter the mixture was stirred at ambient temperature for 17 hours. The reaction mixture was evaporated to dryness under reduced pressure to give a residue, which was dissolved in ethyl acetate (20 ml.). The solution was extracted with three portions of an aqueous solution consisting of 1N hydrochloric acid (5.3 ml.) and water (11.3 ml.), and then the combined extract was washed with ethyl acetate. The aqueous solution was adjusted to pH 8 with sodium bicarbonate under ice-cooling and then extracted with three 10 ml. portions of chloroform. The extracts were washed with water and then dried over magnesium sulfate. The solvent was removed by distillation from the solution under reduced pressure to give oily 3-amino-1-(2-methoxycarbonyl-1-phenylethyl)-2-azetidinone (1.030 g.).

후처리

  1. customThe reaction mixture was evaporated to dryness under reduced pressure
  2. customto give a residue, which
  3. extractionThe solution was extracted with three portions of an aqueous solution
  4. extractionthe combined extract
  5. washwas washed with ethyl acetate
  6. temperaturecooling
  7. extractionextracted with three 10 ml
  8. washThe extracts were washed with water
  9. dry with materialdried over magnesium sulfate
  10. customThe solvent was removed by distillation from the solution under reduced pressure

출처 및 근거

ORD 기록
ord-c73f9d88e3dd4fdea7fb67d41afa9d7c
출처 데이터셋
uspto-grants-1984_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04472300

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