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

HRID 1073954

反応式

HRID 1073954 の反応式
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]

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acid2 回HCID 198956864-[2-Hydroxy-1,1-dimethyl-3-(4-pyrimidinyl)propoxy]benzonitrile

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
20 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-3300d1647c0a4d34a9ac5cc3d1c4f59f
出典データセット
uspto-grants-1990_11
特許番号
US04971982

関連ノート

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