Trifluoromethanesulfonic acid → 2-Fluoro-4-(5-decylpyrimidine-2-yl)phenyl triflate

HRID 1770180ノート

反応式

HRID 1770180 の反応式
[F:1][C:2]1[CH:7]=[C:6]([C:8]2[N:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:10][N:9]=2)[CH:5]=[CH:4][C:3]=1[OH:24].[F:25][C:26]([F:32])([F:31])[S:27](O)(=[O:29])=[O:28]>N1C=CC=CC=1>[O:24]([C:3]1[CH:4]=[CH:5][C:6]([C:8]2[N:9]=[CH:10][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:12][N:13]=2)=[CH:7][C:2]=1[F:1])[S:27]([C:26]([F:32])([F:31])[F:25])(=[O:29])=[O:28]

参加物

4

反応物 2

HCID 62406Trifluoromethanesulfonic acidHCID 1358112062-Fluoro-4-(5-decylpyrimidine-2-yl)phenol

生成物 1

HCID 200950522-Fluoro-4-(5-decylpyrimidine-2-yl)phenyl triflate収率 94.3%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

1.00 g (3.03 mM) of 2-fluoro-4-(5-decylpyrimidine-2-yl)phenol, 3 ml of pyridine were mixed and stirred on a common salt-ice bath. To the mixture, 1.00 ml (5.94 mM) of anhydrous trifluoromethanesulfonic acid was added dropwise and stirred for 20 minutes, followed by further stirring for 70 minutes at room temperature. After the reaction, the reaction mixture was left standing overnight and then was poured into ice water, followed by extraction with isopropyl ether. The isopropyl ether layer was successively washed with a common salt aqueous solution, 12%-HCl and a common salt aqueous solution, followed by drying with anhydrous sodium sulfate. The sodium sulfate was removed by filtration and the filtrate was concentrated into a solid product, whereby 1.32 g of 2-fluoro-4-(5-decylpyrimidine-2-yl)phenyl triflate (Yield: 94.3%).

後処理

  1. stirringstirred for 20 minutes
  2. stirringby further stirring for 70 minutes at room temperature
  3. customAfter the reaction
  4. waitthe reaction mixture was left
  5. extractionfollowed by extraction with isopropyl ether
  6. washThe isopropyl ether layer was successively washed with a common salt aqueous solution, 12%-HCl
  7. dry with materialby drying with anhydrous sodium sulfate
  8. customThe sodium sulfate was removed by filtration

出典と根拠

ORDレコード
ord-58534bdebaaa4e00922f2321a39dc071
出典データセット
uspto-grants-1995_01
特許番号
US05385692

反応ノート

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