4-Toluenesulfonyl chloride → (S)-2-[p-(3-Chlorobutyloxy)phenyl]-5-n-hexylpyrimidine

HRID 274202ノート

反応式

HRID 274202 の反応式
C1(C)C=CC(S(Cl)(=O)=O)=CC=1.[Cl:12][C@@H:13]([CH3:17])[CH2:14][CH2:15][OH:16].[CH2:18]([C:24]1[CH:25]=[N:26][C:27]([C:30]2[CH:35]=[CH:34][C:33](O)=[CH:32][CH:31]=2)=[N:28][CH:29]=1)[CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:12][C@@H:13]([CH3:17])[CH2:14][CH2:15][O:16][C:33]1[CH:32]=[CH:31][C:30]([C:27]2[N:26]=[CH:25][C:24]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:29][N:28]=2)=[CH:35][CH:34]=1

参加物

6

反応物 4

HCID 73974-Toluenesulfonyl chlorideHCID 11430Potassium CarbonateHCID 641048(S)-3-chlorobutan-1-olHCID 30922104-(5-Hexyl-2-pyrimidinyl)phenol

生成物 1

HCID 67801633(S)-2-[p-(3-Chlorobutyloxy)phenyl]-5-n-hexylpyrimidine

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

26.3 g of (S)-3-chlorobutyl-1-tosylate, preparable from p-toluenesulfonyl chloride and (S)-3-chlorobutan-1-ol, and 27.2 g of 4-(5-n-hexylpyrimidin-2-yl)phenol are added to a suspension of 40 g of potassium carbonate in 200 ml of acetone. After 24 hours, boiling under reflux, the reaction mixture is filtered, the filtrate is freed from solvent and the residue is twice recrystallized from ethanol. (S)-2-[p-(3-Chlorobutyloxy)phenyl]-5-n-hexyl-pyrimidine is obtained.

後処理

  1. temperatureunder reflux
  2. filtrationthe reaction mixture is filtered
  3. customthe residue is twice recrystallized from ethanol

出典と根拠

ORDレコード
ord-40c7d00b92814a4fa5129238434cb585
出典データセット
uspto-grants-1995_02
特許番号
US05389290

反応ノート

読み込み中…