Hydrochloric Acid → HCID 69318042, compound

Participants

Reaction Steps

A mixture of O-[2-[2-(3-benzyloxyphenyl)-oxazol-4-yl]ethyl]-3,5-dichloro-N-trifluoroacetyl-L-tyrosine methyl ester (316 mg, 0.496 mmol), hydrochloric acid (3 ml) and acetic acid (1.5 ml) was heated under reflux for 6 hrs. The reaction mixture was cooled to room temperature and the solvent was distilled off under reduced pressure. Water (30 ml) was added to the residue and the mixture was adjusted to pH 4-5 with 10% aqueous sodium hydroxide. The precipitates were collected by filtration, washed with water, suspended in ethanol (20 ml) and triturated. The resultant product was collected by filtration, washed with ethanol and dried under reduced pressure to give 3,5-dichloro-O-[2-[2-(3-hydroxyphenyl)-oxazol-4-yl]ethyl]-L-tyrosine (115 mg, 52%) as a pale brown solid.

Provenance & Evidence