Reaktion #3083

ord-8d4bf2d31e824543ac5f1049cd6477c4

Reaktionsgleichung

CC(C)(Oc1ccc(N)cc1)C(=O)O
2-(4-aminophenoxy)-2-methyl propionic acid
ClC(Cl)Cl
chloroform
[Na+].[OH-]
sodium hydroxide
CC(=O)Nc1ccc(O)cc1
p-acetamidophenol
CC(C)=O
acetone
CC(=O)Nc1ccc(OC(C)(C)C(=O)O)cc1
2-(4-acetaminophenoxy)-2-methyl propionic acid
Ausbeute 60.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigea reaction scheme
  2. 2
    Sonstigea compound that is useful as a precursor in the preparation of Group I compounds
  3. 3
    workup.STIRRINGThe reaction mixture is stirred overnight at room temperature
  4. 4
    Sonstigeacetone is removed under vacuum
  5. 5
    workup.DISSOLUTIONThe residue is dissolved in water (10 ml)

Vorschrift

FIG. 2A illustrates a reaction scheme for preparing 2-(4-aminophenoxy)-2-methyl propionic acid, a compound that is useful as a precursor in the preparation of Group I compounds. In accordance with the scheme of FIG. 2A, 8 grams (g) (0.2 mol) of pulverized sodium hydroxide is added to a suspension of 5.28 g (0.035 mol) of p-acetamidophenol in 23 ml (0.4 mol) of acetone. The reaction mixture is stirred at room temperature for 1/2 hour. Subsequently, 3.58 g (0.03 mol) of chloroform is added dropwise over the course of 30 minutes. The reaction mixture is stirred overnight at room temperature and acetone is removed under vacuum. The residue is dissolved in water (10 ml), followed by acidification with 37% hydrochloric acid (HCl) to produce a pale yellow precipitate of 2-(4-acetaminophenoxy)-2-methyl propionic acid (5 g, 60% yield), crystallized from methanol, mp 69°-71° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05731454uspto-grants-1998_03