Hydrochloric Acid → HCID 131714611, compound

Participants

Reaction Steps

Boc-TyrCHN2 (1.81 g, 5.92 mmol) was dissolved in 30 mL of tetrahydrofuran, and the resulting solution was treated with 3.45N ethanolic:HCl (1.72 mL, 5.92 mmol) for 5 minutes at 0°. Solvent was removed by evaporation on a rotary evaporator without temperature regulation. The remaining residue was dissolved in ethyl acetate, and the resulting solution was washed with 0.2N hydrochloric acid followed by saturated aqueous sodium chloride. The washed solution was dried over sodium sulfate, and then solvent was evaporated to yield crystalline Boc-TyrCH2Cl. Crystals were isolated and washed with cold ether to yield 0.45 g (m.p. 110°-112°) in a first crop, and 0.90 g (m.p. 110°-112°) in a second crop. NMR spectra in CDCl3 corresponded to that expected, except that methylene protons of --COCH2Cl appeared as a doublet at δ4.1.

Provenance & Evidence