Aminoisobutyric acid → HCID 21829923, compound

HRID 1600544Notes

Reaction equation

HRID 1600544 reaction equation
[OH-].[NH4+].[NH2:3][C:4]([CH3:9])([CH3:8])[C:5]([OH:7])=[O:6].[Br:10][CH:11]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:12](Cl)=[O:13]>C(#N)C>[Br:10][CH:11]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:12]([NH:3][C:4]([CH3:9])([CH3:8])[C:5]([OH:7])=[O:6])=[O:13]

Participants

5

Reactant 3

HCID 6119Aminoisobutyric acidHCID 14923Ammonium HydroxideHCID 598182Bromophenylacetyl chloride

Product 1

HCID 21829923HCID 21829923, compoundYield 55.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Ammonium hydroxide (1.6 g) aqueous solution (40 mL) was added to aminoisobutyric acid (2.1 g). The solution was cooled to 0° C., to which a solution of a-bromophenylacetyl chloride (6 g) in acetonitrile (5 mL) was slowly added dropwise. After the addition was completed, the mixture was warmed to room temperature and stirred overnight. The precipitate was filtered off and washed with water to give 3.4 g of 2-(α-bromophenylacetylamino)isobutyric acid.

Workup

  1. additionwas slowly added dropwise
  2. additionAfter the addition
  3. filtrationThe precipitate was filtered off
  4. washwashed with water

Sources & evidence

ORD record
ord-3a561411841846b79be8d7d6baf0c5f6
Source dataset
uspto-grants-1999_11
Patent number
US05977027

Reaction notes

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