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

HRID 2418198
ノート
印刷プレビュー

反応式

HRID 2418198 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 887MethanolHCID 6212ChloroformHCID 7993N,N-Dimethyl-1,3-propanediamineHCID 23463638HCID 23463638、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate
溶媒

実験手順

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.).

後処理

  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

出典と根拠

ORDレコード
ord-c73f9d88e3dd4fdea7fb67d41afa9d7c
出典データセット
uspto-grants-1984_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04472300

反応ノート

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