Potassium Hydroxide → HCID 68132000, compound

HRID 1287325Notes

Reaction equation

HRID 1287325 reaction equation
[CH3:1][C:2]12[CH2:10][C:6]1([C:7]([OH:9])=[O:8])[N:5]1[C:11](=[O:26])[CH:12]([NH:13][C:14](=[O:25])[CH:15]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[O:16]C=O)[C@H:4]1[S:3]2.[OH-].[K+]>CO.O>[CH3:1][C:2]12[CH2:10][C:6]1([C:7]([OH:9])=[O:8])[N:5]1[C:11](=[O:26])[CH:12]([NH:13][C:14](=[O:25])[CH:15]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[OH:16])[C@H:4]1[S:3]2

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 88834451HCID 88834451, compound

Product 1

HCID 68132000HCID 68132000, compoundYield 39.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of 2-methyl-2,3-methylene-6-(2-phenyl-2-formyloxyacetamido)penam-3-carboxylic acid (1.1 g.) in methanol (10 ml.) and water (7 ml.) was added dropwise 1N-potassium hydroxide aqueous solution adjusting to pH 7 to 8, and the mixture was stirred for 10 minutes at room temperature. After the reaction was completed, methanol was distilled off from the reaction mixture under reduced pressure. The residual solution was acidified by adding 1N-hydrochloric acid and extracted with ethyl acetate. The solvent was distilled off from the extract under reduced pressure and the residue was pulverized by n-hexane to give 2-methyl-2,3-methylene-6-(2-phenyl-2-hydroxyacetamido)penam-3-carboxylic acid (0.4 g.).

Workup

  1. distillationmethanol was distilled off from the reaction mixture under reduced pressure
  2. additionby adding 1N-hydrochloric acid
  3. extractionextracted with ethyl acetate
  4. distillationThe solvent was distilled off from the
  5. extractionextract under reduced pressure

Sources & evidence

ORD record
ord-c4c488ed31514a219eb2ac21715b8047
Source dataset
uspto-grants-1976_10
Patent number
US03984397

Reaction notes

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