Hydrochloric Acid → HCID 25417233, compound
Reaction equation
[Br:1][C:2]1[CH:13]=[CH:12][C:5]([C@@H:6]([CH2:8][C:9]([OH:11])=[O:10])[NH2:7])=[CH:4][CH:3]=1.[OH-].[Na+].[C:16](OC(=O)C)(=[O:18])[CH3:17].Cl>O>[C:16]([NH:7][C@H:6]([CH2:8][C:9]([OH:11])=[O:10])[C:5]1[CH:4]=[CH:3][C:2]([Br:1])=[CH:13][CH:12]=1)(=[O:18])[CH3:17]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 5 °C
Procedure
p-Bromo-β-phenylalanine (10.0 g, 41 mmol) was mixed with 40 ml of water and adjusted to pH 14 with 25% sodium hydroxide aqueous solution. After being cooled to 5° C., 8.5 ml of acetic anhydride (90 mmol) and 25% sodium hydroxide aqueous solution were simultaneously dropped into the mixture to keep it at a pH range of 11.5˜12 and the resulting mixture was stirred for 3 hours at a room temperature. After the mixture was adjusted to pH 2 with conc. HCl and stirred for one hour, the resulting precipitated crystal was filtered and dried under reduced pressure to give quantitatively 12.0 g of acetyl-p-bromo-β-phenylalanine.
Workup
- stirringstirred for one hour
- customthe resulting precipitated crystal
- filtrationwas filtered
- customdried under reduced pressure
Sources & evidence
- ORD record
- ord-44402c4e74054f17a07ff98eb19718e1
- Source dataset
- uspto-grants-2008_04
- Patent number
- US07351571B2
Reaction notes
Loading…