Hydrochloric Acid → HCID 70360992, compound

HRID 1438777Notes

Reaction equation

HRID 1438777 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-4e4479866a644430b5f704d2ff950858
Source dataset
uspto-grants-1977_11
Patent number
US04056521

Reaction notes

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