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

HRID 6439

反応式

HRID 6439 の反応式
[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+].N(C1C=CC(O)=CC=1)[C:18]([CH3:20])=[O:19].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:18]([CH3:20])=[O:19]

参加物

6

反応物 5

HCID 180AcetoneHCID 1983AcetaminophenHCID 6212ChloroformHCID 14798Sodium HydroxideHCID 27749582-(4-Aminophenoxy)-2-methylpropanoic acid

生成物 1

HCID 148798552-(4-Acetamidophenoxy)-2-methylpropanoic acid収率 60%

実験手順

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-acetaminophenol in 23 g (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.

後処理

  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)

出典と根拠

ORDレコード
ord-2356c1ff19bd4e029e4fdd495659ed04
出典データセット
uspto-grants-1993_09
特許番号
US05248785

関連ノート

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