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

HRID 233347

反応式

HRID 233347 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+].[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]

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-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.

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-74b568075f3547a59e5d069375ed93e2
出典データセット
uspto-grants-1997_01
特許番号
US05591892

関連ノート

読み込み中…