2-(Oxiran-2-ylmethoxy)benzonitrile → 1-[2-(3-Carbamoyl-4-hydroxyphenoxy)-1,1-dimethylethylamino]-3-(2-cyanophenoxy)propan-2-ol

HRID 615229ノート

反応式

HRID 615229 の反応式
[NH2:1][C:2]([CH3:16])([CH3:15])[CH2:3][O:4][C:5]1[CH:13]=[C:9]([C:10]([NH2:12])=[O:11])[C:8]([OH:14])=[CH:7][CH:6]=1.[O:17]1[CH2:29][CH:18]1[CH2:19][O:20][C:21]1[CH:28]=[CH:27][CH:26]=[CH:25][C:22]=1[C:23]#[N:24]>O1CCOCC1>[C:10]([C:9]1[CH:13]=[C:5]([CH:6]=[CH:7][C:8]=1[OH:14])[O:4][CH2:3][C:2]([NH:1][CH2:29][CH:18]([OH:17])[CH2:19][O:20][C:21]1[CH:28]=[CH:27][CH:26]=[CH:25][C:22]=1[C:23]#[N:24])([CH3:16])[CH3:15])(=[O:11])[NH2:12]

参加物

4

反応物 2

HCID 126196712-(Oxiran-2-ylmethoxy)benzonitrileHCID 137544255-(2-Amino-2-methylpropoxy)salicylamide

生成物 1

HCID 137543821-[2-(3-Carbamoyl-4-hydroxyphenoxy)-1,1-dimethylethylamino]-3-(2-cyanophenoxy)propan-2-ol

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

The solution of 2.24 g of 5-(2-amino-2-methylpropoxy)salicylamide in 30 ml of dioxan is refluxed for 7 hours after the addition of 2.3 g of 2-(2,3-epoxypropoxy)-benzonitrile, and then concentrated by evaporation. The residue is divided between 10 ml of 2N hydrochloric acid and 100 ml of ethyl acetate. The acidic aqueous phase is rendered alkaline with concentrated ammonia solution, the base is extracted with ethyl acetate and the solvent is evaporated off, whereupon an oil is obtained from which, by crystallisation from isopropanol and recrystallisation from ethyl acetate, 1-[2-(3-carbamoyl-4-hydroxyphenoxy)-1,1-dimethylethylamino]-3-(2-cyanophenoxy)propan-2-ol having a melting point of 125°-126° is obtained.

後処理

  1. concentrationconcentrated by evaporation
  2. extractionthe base is extracted with ethyl acetate
  3. customthe solvent is evaporated off, whereupon an oil

出典と根拠

ORDレコード
ord-e57b279421db43b48f8aa5c40da95fe9
出典データセット
uspto-grants-1985_02
特許番号
US04497813

反応ノート

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