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

HRID 274202노트

반응식

HRID 274202 반응식
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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-40c7d00b92814a4fa5129238434cb585
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05389290

반응 노트

불러오는 중…