Sodium Hydroxide → N-[4-(3-tert-butoxy-2,2-dimethyl-3-oxopropyl)benzyl]-N-(2-furylmethyl)glycine

Participants

Reaction Conditions

Reaction Steps

A solution of 785 mg (1.83 mmol) of tert-butyl 3-(4-{[(2-ethoxy-2-oxoethyl)(2-furylmethyl)amino]methyl}phenyl)-2,2-dimethylpropionate (Example I-9) in 15 ml of ethanol is admixed with 5.5 ml (5.5 mmol) of 1 N aqueous sodium hydroxide solution and heated at 80° C. for 1 h. After cooling, the mixture is concentrated under reduced pressure and the residue is taken up in a little water, acidified with 1 N hydrochloric acid and extracted 3× with ethyl acetate. The combined organic extracts are washed 2× with sat. NaCl solution, dried over sodium sulphate and freed from the solvent under reduced pressure. This gives 728 mg (99%) of N-[4-(3-tert-butoxy-2,2-dimethyl-3-oxopropyl)benzyl]-N-(2-furylmethyl)glycine.

Provenance & Evidence