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

HRID 980271노트

반응식

HRID 980271 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-97b0d4887591409db149f078b56f3609
출처 데이터셋
uspto-grants-1987_01
특허 번호
US04636511

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