Hydrochloric Acid → HCID 131714611, compound

Participants

Reaction Steps

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

Provenance & Evidence