2-Chloroethanol → 2-[4-(1H-imidazol-1-yl)phenoxy]ethanol

HRID 1494005ノート

反応式

HRID 1494005 の反応式
[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.Cl[CH2:14][CH2:15][OH:16].C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([O:12][CH2:14][CH2:15][OH:16])=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

参加物

5

反応物 3

HCID 342-ChloroethanolHCID 11430Potassium CarbonateHCID 823151-(p-Hydroxyphenyl)imidazole

生成物 1

HCID 100816222-[4-(1H-imidazol-1-yl)phenoxy]ethanol収率 50%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

A stirred mixture of 8.0 g (0.050 mole) of 4-(1H-imidazol-1-yl)phenol, 13.5 ml (0.20 mole) of 2-chloroethanol and 28 g (0.2 mole) of potassium carbonate in 200 ml of methyl ethyl ketone was heated at reflux, filtered, and concentrated to obtain 5.1 g of 2-[4-(1H-imidazol-1-yl)phenoxy]ethanol (50%). This alcohol (0.25 mole) and 5.2 g (0.030 mole) of sulfamic acid phenyl ester in 100 ml of dioxane was heated at reflux for 20 minutes, concentrated and the residual solid triturated in acetone. The triturant was acidified with an anhydrous solution of hydrogen chloride in isopropyl alcohol and the solid hydrochloride collected by filtration. The product was recrystallized from isopropyl alcohol-isopropyl ether to yield 4.26 g of solid, mp 156°-157° C.

後処理

  1. temperaturewas heated
  2. temperatureat reflux
  3. filtrationfiltered
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-27e7937722714b4993ee96000796ffb3
出典データセット
uspto-grants-1991_06
特許番号
US05025031

反応ノート

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