Methanol → HCID 20706035, compound

Participants

Reaction Steps

To a 500 mL 3-necked flask equipped with a magnetic stirrer and a reflux condenser were added 5.00 g of 2-iodo-L-phenylalanine HCl and 100 mL of anhydrous MeOH. The mixture was stirred and acidified by bubbling HCl gas through for 3 min. A clear solution resulted which was heated at reflux for 5 h. The solution was cooled to RT and concentrated in vacuo to dryness to give a white solid. The material was suspended in 120 mL of CH2Cl2 and washed with 5% aqueous NaHCO3 (4×80 mL). The CH2Cl2 solution was concentrated to a volume of 20 mL, diluted to 60 mL with ethyl ether and treated with 16 mL ethereal HCl. A white solid precipitated which was collected by vacuum filtration and dried in vacuo to afford 4.90 g (94%) of methyl 2-iodo-L-phenylalaninate HCl, m.p. 194-196° C.

Provenance & Evidence