Hydrochloric Acid → 2-Amino-2-(4-bromophenyl)propanoic acid

HRID 71684

Reaction equation

HRID 71684 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH3:15])[NH:12]C(=O)N[C:9]2=[O:14])=[CH:4][CH:3]=1.[OH-:16].[Na+].Cl>O>[NH2:12][C:8]([C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=1)([CH3:15])[C:9]([OH:16])=[O:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 2331105-(4-Bromophenyl)-5-methylimidazolidine-2,4-dione

Product 1

HCID 31587702-Amino-2-(4-bromophenyl)propanoic acidYield 65%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
145 °C

Procedure

A mixture of 5-(4-bromo-phenyl)-5-methyl-imidazolidine-2,4-dione (4.0 g, 14.9 mmol) and 3 N NaOH (50 mL) was heated in a sealed tube at 145° C. for two days, then diluted with water (100 mL). The solution was adjusted to pH=4 with 6 N HCl carefully and subsequently stirred at room temperature for 2 hours. The precipitate was filtered off, washed with water. The collected white solid was dried under vacuum to give the product (2.5 g, 65%). m/z 243.7, 245.7 (M+H)+.

Workup

  1. filtrationThe precipitate was filtered off
  2. washwashed with water
  3. customThe collected white solid was dried under vacuum

Sources & evidence

ORD record
ord-33b2069c4dd24affa1dfe469f25f4e85
Source dataset
uspto-grants-2014_09
Patent number
US08822430B2

Linked notes

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