Hydrochloric Acid → HCID 70360992, compound

HRID 261244Notes

Reaction equation

HRID 261244 reaction equation
[O:1]=[C:2]1[CH:5]([NH:6][C:7](=[O:16])[CH2:8][O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:4]([S:17]NCCC)[N:3]1[CH:22]([C:27]([CH3:29])=[CH2:28])[C:23]([O:25][CH3:26])=[O:24].[ClH:30]>C(Cl)Cl>[Cl:30][C:27]1([CH3:29])[CH:22]([C:23]([O:25][CH3:26])=[O:24])[N:3]2[C:2](=[O:1])[CH:5]([NH:6][C:7](=[O:16])[CH2:8][O:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[C@H:4]2[S:17][CH2:28]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 15573399HCID 15573399, compound

Product 1

HCID 70360992HCID 70360992, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methyl 2-oxo-3-(2-phenoxyacetamido)-4-propylaminothio-α-isopropenylazetidine-1-acetate (0.43 g) was dissolved in dried methylene chloride. To this solution was added 5% methanolic hydrochloric acid (2 ml) and the mixture was stirred for 10 hours at room temperature. After the reaction, the reaction mixture was concentrated under reduced pressure and the residue was extracted with ethyl acetate. The extract was washed with water and dried. The solvent was distilled off and the residue was subjected to column chromatography on silica gel using chloroform as developing solvent to give oily methyl 3-chloro-3-methyl-7-(2-phenoxyacetamido)cepham-4-carboxylate (310 mg).

Workup

  1. customAfter the reaction
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. extractionthe residue was extracted with ethyl acetate
  4. washThe extract was washed with water
  5. customdried
  6. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-70e9c6d728924092837665d2e473985b
Source dataset
uspto-grants-1979_08
Patent number
US04164497

Reaction notes

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