Hydrochloric Acid → (6R-trans)-7-Amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid

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Reaction Steps

In 100 ml of water is suspended 10 g of 7-aminocephalosporanic acid (briefly, 7-ACA), and with ice-cooling and stirring, 2N-aqueous sodium hydroxide solution is added gradually to maintain the pH at 12.5 to 13.4. After about 2 hours of stirring, the reaction mixture is assayed by TLC and after confirming the disappearance of the starting material (7-ACA), the reaction mixture is adjusted to pH 3.4 with 4N-hydrochloric acid. The crystals that separate out are collected by filtration, washed with water and acetone, and dried in vacuo over phosphorus pentoxide to give 5.4 g light yellow crystals of 7β-amino-3-hydroxymethyl-3-cephem-4-carboxylic acid.

Provenance & Evidence