Hydrochloric Acid → HCID 68715953, compound

HRID 1911519Notes

Reaction equation

HRID 1911519 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([CH3:16])[NH:13]C(=O)N[C:10]2=[O:15])[CH:5]=[CH:6][C:7]=1[Cl:8].Cl.[OH-:18].[Na+]>>[ClH:1].[NH2:13][C:9]([C:4]1[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=1)([CH3:16])[C:10]([OH:18])=[O:15]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 300965552715-57-8

Product 1

HCID 68715953HCID 68715953, compoundYield 27%

Procedure

A solution of 5-(3,4-dichloro-phenyl)-5-methyl-imidazolidine-2,4-dione (3.0 g; CAS 52715-57-8) in 3N NaOH (30 ml) was refluxed overnight. The reaction mixture was cooled to 0°, then brought to pH 1 by dropwise addition of concentrated HCl. The resulting white slurry was filtered. The solid was washed extensively with H2O, dried in the vacuum, resuspended in EtOH (25 ml), collected by filtration, washed with EtOH and diethylether and dried in the vacuum to give (RS)-2-amino-2-(3,4-dichloro-phenyl)-propionic acid hydrochloride (1.35 g, 27%) as off white solid.

Workup

  1. temperatureThe reaction mixture was cooled to 0°
  2. filtrationThe resulting white slurry was filtered
  3. washThe solid was washed extensively with H2O
  4. customdried in the vacuum
  5. filtrationcollected by filtration
  6. washwashed with EtOH and diethylether
  7. customdried in the vacuum

Sources & evidence

ORD record
ord-6fdcbbd45e8e4b098cc62c2513c6b16f
Source dataset
uspto-grants-2013_12
Patent number
US08604061B2

Reaction notes

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