Methanol → HCID 20706035, compound

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.

1. customTo a 500 mL 3-necked flask equipped with a magnetic stirrer and a reflux condenser
2. customby bubbling HCl gas through for 3 min
3. customA clear solution resulted which
4. temperaturewas heated
5. temperatureat reflux for 5 h
6. concentrationconcentrated in vacuo to dryness
7. customto give a white solid
8. washwashed with 5% aqueous NaHCO3 (4×80 mL)
9. concentrationThe CH2Cl2 solution was concentrated to a volume of 20 mL
10. additiondiluted to 60 mL with ethyl ether
11. additiontreated with 16 mL ethereal HCl
12. customA white solid precipitated which
13. filtrationwas collected by vacuum filtration
14. customdried in vacuo

ORD record

ord-aa40a1662d2643bd91c17934626db694

Source dataset

uspto-grants-2000_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06140100