m-Chloroperbenzoic acid → 6-[3-(4-Cyanophenoxy)-2-hydroxy-3-methylbutyl]pyrimidine 1-oxide

HRID 1073954

반응식

HRID 1073954 반응식
ClC1C=CC=C(C(OO)=[O:9])C=1.[OH:12][CH:13]([CH2:26][C:27]1[CH:32]=[CH:31][N:30]=[CH:29][N:28]=1)[C:14]([CH3:25])([CH3:24])[O:15][C:16]1[CH:23]=[CH:22][C:19]([C:20]#[N:21])=[CH:18][CH:17]=1>ClCCl>[C:20]([C:19]1[CH:18]=[CH:17][C:16]([O:15][C:14]([CH3:24])([CH3:25])[CH:13]([OH:12])[CH2:26][C:27]2[N+:28]([O-:9])=[CH:29][N:30]=[CH:31][CH:32]=2)=[CH:23][CH:22]=1)#[N:21]

참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acid2회HCID 198956864-[2-Hydroxy-1,1-dimethyl-3-(4-pyrimidinyl)propoxy]benzonitrile

생성물 1

HCID 198956106-[3-(4-Cyanophenoxy)-2-hydroxy-3-methylbutyl]pyrimidine 1-oxide수율 19.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
20 °C

실험 절차

3.77 g of m-chloroperbenzoic acid were added to a solution of 4.78 g of 4-[2-hydroxy-1,1-dimethyl-3-(4pyrimidinyl)propoxy]benzonitrile in 75 ml of dichloromethane and the mixture was stirred at 20° C. for 16 hours. A further 0.38 g of m-chloroperbenzoic acid was added and the mixture was stirred at 20° C. for 24 hours. The mixture was then washed in succession with water and sodium chloride solution. The organic solution was evaporated and the residue was chromatographed on silica gel using diethyl ether/methanol (9:1) for the elution to give 0.98 g of 6-[3-(4-cyanophenoxy)-2-hydroxy-3-methylbutyl]pyrimidine 1-oxide in the form of a white solid of melting point 105°-107.5° C. (from ethyl acetate).

후처리

  1. stirringthe mixture was stirred at 20° C. for 24 hours
  2. washThe mixture was then washed in succession with water and sodium chloride solution
  3. customThe organic solution was evaporated
  4. customthe residue was chromatographed on silica gel
  5. washfor the elution

출처 및 근거

ORD 기록
ord-3300d1647c0a4d34a9ac5cc3d1c4f59f
출처 데이터셋
uspto-grants-1990_11
특허 번호
US04971982

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