Acetone → 2-(4-Acetamidophenoxy)-2-methylpropanoic acid

HRID 2987

Reaktionsgleichung

Reaktionsgleichung von HRID 2987
[NH2:1][C:2]1[CH:14]=[CH:13][C:5]([O:6][C:7]([CH3:12])([CH3:11])[C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1.[OH-].[Na+].[C:17](NC1C=CC(O)=CC=1)(=[O:19])[CH3:18].CC(C)=O.C(Cl)(Cl)Cl>>[NH:1]([C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7]([CH3:12])([CH3:11])[C:8]([OH:10])=[O:9])=[CH:13][CH:14]=1)[C:17]([CH3:18])=[O:19]

Komponenten

6

Versuchsvorschrift

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.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-8d4bf2d31e824543ac5f1049cd6477c4
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05731454

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