Acetic Acid → HCID 12833982, 화합물

HRID 1660616노트

반응식

HRID 1660616 반응식
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

참가 물질

5

반응물 2

HCID 176Acetic AcidHCID 12833979HCID 12833979, 화합물

생성물 1

HCID 12833982HCID 12833982, 화합물수율 73.1%

시약·촉매·용매 2

HCID 23994Zinc촉매2회HCID 6228Dimethylformamide용매

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-2c52cd0ae6b644db90cc57cb16341f67
출처 데이터셋
uspto-grants-1981_12
특허 번호
US04308380

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