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

HRID 233347

Reaktionsgleichung

Reaktionsgleichung von HRID 233347
[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-74b568075f3547a59e5d069375ed93e2
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05591892

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