Thioanisole → HCID 131709929, compound

Participants

Reaction Steps

A solution of 1.5 ml of thioanisol in 10 ml of trifluoroacetic acid is treated with 1.17 g of 3-acetyloxymethyl-7β-phenylacetyl-amino-ceph-2-em-4ξ-carboxylic acid and the mixture is left to stand for 30 minutes at room temperature. After diluting the mixture with an equal volume of toluene, the volatile fractions are evaporated under reduced pressure. The residue is partitioned between ethyl acetate and a 10% aqueous dipotassium hydrogen phosphate solution (pH = 7.5). The layers are separated; the aqueous phase is washed several times with ethyl acetate, adjusted to pH 2.5 with 20% aqueous phosphoric acid and extracted with ethyl acetate. The resulting organic extracts are washed with water and a saturated aqueous sodium chloride solution, dried over magnesium sulphate and evaporated under reduced pressure, to yield the 3-(4-methylthio-benzyl)-7β-phenylacetyl-amino-ceph-2-em-4ξ-carboxylic acid, which is further processed without purification.

Provenance & Evidence