Hydrochloric Acid → 2-(3-Bromo-5-chlorophenyl)propanoic acid
Reaction equation
C([O:3][C:4](=[O:15])[CH:5]([C:7]1[CH:12]=[C:11]([Cl:13])[CH:10]=[C:9]([Br:14])[CH:8]=1)[CH3:6])C.CO.[Li+].[OH-].Cl>O.C1COCC1>[Br:14][C:9]1[CH:8]=[C:7]([CH:5]([CH3:6])[C:4]([OH:15])=[O:3])[CH:12]=[C:11]([Cl:13])[CH:10]=1Participants
7
Procedure
2-(3-Bromo-5-chloro-phenyl)-propionic acid ethyl ester (2.0 g, 6.9 mmol) in 2:2:1 MeOH:THF:H2O was treated with 1N aqueous LiOH (3 mL) and stirred at room temperature overnight. The mixture was acidified with 10% aqueous HCl (10 mL) and extracted three times with EtOAc. The combined organic layers were concentrated, and the residue was purified by silica gel chromatography to give the title compound.
Workup
- extractionextracted three times with EtOAc
- concentrationThe combined organic layers were concentrated
- customthe residue was purified by silica gel chromatography
Sources & evidence
- ORD record
- ord-599c298e55234cdda993562fd6b1f280
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08362044B2
Reaction notes
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