Acetic Acid → HCID 12833982、化合物

HRID 851605ノート

反応式

HRID 851605 の反応式
C(O)(=O)C.[CH3:5][CH:6]1[CH:11]=[C:10]([C:12]([O:14]CC(Cl)(Cl)Cl)=[O:13])[N:9]2[C:20](=[O:33])[CH:21]([NH:22][C:23](=[O:32])[CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([Cl:31])[CH:26]=3)[C@H:8]2[S:7]1>CN(C)C=O.[Zn]>[CH3:5][CH:6]1[CH:11]=[C:10]([C:12]([OH:14])=[O:13])[N:9]2[C:20](=[O:33])[CH:21]([NH:22][C:23](=[O:32])[CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([Cl:31])[CH:26]=3)[C@H:8]2[S:7]1

参加物

5

反応物 2

HCID 176Acetic AcidHCID 12833979HCID 12833979、化合物

生成物 1

HCID 12833982HCID 12833982、化合物収率 73.1%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒2 回HCID 6228Dimethylformamide溶媒

実験手順

Acetic acid (4.1 ml) and zinc powder (3.4 g) were added under stirring and ice-cooling to a solution of 2,2,2-trichloroethyl 2-methyl-7-[2-(3-chlorophenyl)-acetamido]-3-cephem-4-carboxylate (2.6 g) in anhydrous dimethylformamide (30 ml), and the mixture was stirred for 1.5 hours at the same temperature. After the reaction, zinc powder was filtered off, and the filtrate was poured into a mixture of 5% hydrochloric acid (150 ml) and ethyl acetate (75 ml), and then extracted. The extract was washed with water and dried. After the solvent was distilled off, the residue was crystallized by adding acetonitrile. The crystals were collected by filtration, washed with ether and dried to give colorless crystals of 2-methyl-7-[2-(3-chlorophenyl)acetamido]-3-cephem-4-carboxylic acid (1.4 g), mp 173° to 174° C. (dec.).

後処理

  1. stirringthe mixture was stirred for 1.5 hours at the same temperature
  2. filtrationwas filtered off
  3. additionthe filtrate was poured into a mixture of 5% hydrochloric acid (150 ml) and ethyl acetate (75 ml)
  4. extractionextracted
  5. washThe extract was washed with water
  6. customdried
  7. distillationAfter the solvent was distilled off
  8. customthe residue was crystallized
  9. additionby adding acetonitrile
  10. filtrationThe crystals were collected by filtration
  11. washwashed with ether
  12. customdried

出典と根拠

ORDレコード
ord-4efa6adedd9340c3a4f4b77fccabb512
出典データセット
uspto-grants-1983_05
特許番号
US04385176

反応ノート

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