Water → HCID 22253670, compound
Reaction equation
[NH2:1][C:2]([CH3:7])([CH3:6])[C:3]([OH:5])=[O:4].[OH-].[Na+].O.[Br:11][CH:12]([CH3:16])[C:13](Br)=[O:14]>C(Cl)(Cl)Cl>[Br:11][CH:12]([CH3:16])[C:13]([NH:1][C:2]([CH3:7])([CH3:6])[C:3]([OH:5])=[O:4])=[O:14]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -12 °C
Procedure
A stirring mixture of 2-aminoisobutyric acid (52.08 g; 0.51 mol), sodium hydroxide (20.20 g; 0.51 mol), water (200 ml) and chloroform (50 ml) was cooled to −12° C. 2-Bromopropionyl bromide (100 g; 0.46 mol) in chloroform (150 ml) was added to the mixture over 15 minutes. The reaction mixture was then allowed to warm to room temperature after which time the mixture was filtered to isolate the solid that had precipitated. The solid was combined with hot toluene (700 ml) and this mixture was then allowed to cool. The while solid was isolated by filtration and was dried under vacuum to afford 77.60 g (70% yield) of 2-(2-bromopropionylamino)-2-methylpropionic acid.
Workup
- temperatureto warm to room temperature after which time the mixture
- filtrationwas filtered
- customto isolate the solid
- customthat had precipitated
- temperatureto cool
- customThe while solid was isolated by filtration
- customwas dried under vacuum
Sources & evidence
- ORD record
- ord-833e422a37d3473b93cdab7fb2f05a64
- Source dataset
- uspto-grants-2004_01
- Patent number
- US06680362B1
Reaction notes
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