Hydrochloric Acid → 3-Bromo-α-methylenebenzenepropanoic acid
Reaktionsgleichung
[I-].[Br:2][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][CH:19]=1)[CH2:6][CH:7]([C:13]([O:15]C)=[O:14])[CH2:8][N+](C)(C)C.[OH-].[Na+].Cl>>[Br:2][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][CH:19]=1)[CH2:6][C:7](=[CH2:8])[C:13]([OH:15])=[O:14]Komponenten
4
Reaktionsbedingungen
- Temperatur
- 105 °C
Versuchsvorschrift
To a 10 ml round bottom flask containing 2-(3-bromobenzyl)-3-methoxy-N,N,N-trimethyl-3-oxo-1-propanaminium iodide (0.95 g, 2.15 mmol) was added 1 N aqueous NaOH (4.3 ml). The mixture was heated at 105° C. for 2 hours, then cooled to room temperature and acidified with 0.5 N HCl to pH ˜1. The white precipitate was isolated by filtration, washed with water, and air-dried to give 2-(3-bromobenzyl)acrylic acid 0.44 g, 85% yield, HPLC purity: 93.0%.