Hydrochloric Acid → HCID 177704206, compound
Reaction equation
[C:1]([O:4][CH2:5][C:6]1[CH2:7][S:8][C@@H:9]2[CH:16]([NH:17][C:18](=[O:31])/[C:19](=[N:28]\[O:29][CH3:30])/[C:20](=[O:27])[CH2:21][O:22][S:23]([CH3:26])(=[O:25])=[O:24])[C:15](=[O:32])[N:10]2[C:11]=1[C:12]([OH:14])=[O:13])(=O)C.C(=O)([O-])O.[Na+].[Cl-].[Ca+2].[Cl-].Cl>CO>[CH3:26][S:23]([O:22][CH2:21][C:20](=[O:27])/[C:19](=[N:28]/[O:29][CH3:30])/[C:18]([NH:17][CH:16]1[C:15](=[O:32])[N:10]2[C:11]([C:12]([OH:14])=[O:13])=[C:6]([CH2:5][O:4][CH3:1])[CH2:7][S:8][C@H:9]12)=[O:31])(=[O:24])=[O:25]Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 70 °C
Procedure
510 mg of 3-acetoxymethyl-7-[4-methanesulphonyloxy-3-oxo-(Z)-2-methoxyiminobutyrylamino]-3-cephem-4-carboxylic acid and 130 mg of sodium hydrogen carbonate were dissolved in 5.1 ml of 67% v/v aqueous methanol, and 5.1 g of anhydrous calcium chloride were added. The mixture was stirred for 1 hour at a bath temperature of 70° C., after which 50 ml of ice-water were added and the mixture was acidified to a pH value of 1.0 by the addition of hydrochloric acid. The mixture was then extracted with ethyl acetate. The extract was washed with an aqueous solution of sodium chloride and dried over anhydrous magnesium sulphate, after which the solvent was distilled off, giving 352 mg of the title compound in the form of a pale brown, foamy substance.
Workup
- additionwere added
- extractionThe mixture was then extracted with ethyl acetate
- washThe extract was washed with an aqueous solution of sodium chloride
- dry with materialdried over anhydrous magnesium sulphate
- distillationafter which the solvent was distilled off
Sources & evidence
- ORD record
- ord-ee6d5335c2c84ea3abf53ce9561a6d08
- Source dataset
- uspto-grants-1984_11
- Patent number
- US04482710
Reaction notes
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