Water → HCID 22253670, compound

HRID 1840612Notes

Reaction equation

HRID 1840612 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

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

  1. temperatureto warm to room temperature after which time the mixture
  2. filtrationwas filtered
  3. customto isolate the solid
  4. customthat had precipitated
  5. temperatureto cool
  6. customThe while solid was isolated by filtration
  7. 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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