反応 #3083

ord-8d4bf2d31e824543ac5f1049cd6477c4

反応方程式

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
収率 60.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他a reaction scheme
  2. 2
    その他a 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
    その他acetone is removed under vacuum
  5. 5
    workup.DISSOLUTIONThe residue is dissolved in water (10 ml)

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05731454uspto-grants-1998_03