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Ethanol → 2-Octyl-5-[3-fluoro-4-(5-decylpyrimidine-2-yl)phenyl]indan

HRID 1770183
ノート
印刷プレビュー

反応式

HRID 1770183 の反応式
[CH2:1]([CH:9]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14](B(O)O)[CH:15]=2)[CH2:10]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].O([C:29]1[CH:34]=[CH:33][C:32]([C:35]2[N:40]=[CH:39][C:38]([CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50])=[CH:37][N:36]=2)=[C:31]([F:51])[CH:30]=1)S(C(F)(F)F)(=O)=O.C(O)C.C(=O)([O-])[O-].[Na+].[Na+]>[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(C)C=CC=CC=1.O>[CH2:1]([CH:9]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:29]3[CH:34]=[CH:33][C:32]([C:35]4[N:40]=[CH:39][C:38]([CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50])=[CH:37][N:36]=4)=[C:31]([F:51])[CH:30]=3)[CH:15]=2)[CH2:10]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 702EthanolHCID 10340Sodium CarbonateHCID 200950103-Fluoro-4-(5-decylpyrimidine-2-yl)phenyl triflateHCID 220990862-Octylindane-5-boronic acid

生成物 1

HCID 200950222-Octyl-5-[3-fluoro-4-(5-decylpyrimidine-2-yl)phenyl]indan収率 73.8%

試薬・触媒・溶媒 3

HCID 11979704
Tetrakis(triphenylphosphine)palladium
触媒
HCID 962Water溶媒
HCID 1140Toluene溶媒2 回

実験手順

0.40 g (1.46 mM of 2-octylindan-5-boronic acid, 0.60 g (1.30 mM) of 3-fluoro-4-(5-decylpyrimidine-2-yl)phenyl triflate, 1.2 ml of ethanol, 2 ml of toluene, 2 ml of 2M-sodium carbonate aqueous solution and 0.07 g of tetrakis (triphenylphosphine) palladium (O) were mixed and heat-refluxed for 200 minutes under stirring. After the reaction, the reaction mixture, water and toluene were added to followed by filtration under reduced pressure. The toluene layer was washed with a common salt aqueous solution followed by drying with anhydrous sodium sulfate. Then, the sodium sulfate was removed from the mixture and the resultant mixture was evaporated to obtain a residue. The residue was purified by silica gel column chromatography (eluent: toluene/ethyl acetate=100/1) and treated with activated carbon, followed by recrystallization from acetone to obtain 0.52 g of 2-octyl-5-[3-fluoro-4-(5-decylpyrimidine-2-yl)phenyl]indan (Yield: 73.8%). ##STR316##

後処理

  1. temperatureheat-refluxed for 200 minutes
  2. customAfter the reaction
  3. filtrationto followed by filtration under reduced pressure
  4. washThe toluene layer was washed with a common salt aqueous solution
  5. dry with materialby drying with anhydrous sodium sulfate
  6. customThen, the sodium sulfate was removed from the mixture
  7. customthe resultant mixture was evaporated
  8. customto obtain a residue
  9. customThe residue was purified by silica gel column chromatography (eluent: toluene/ethyl acetate=100/1)
  10. additiontreated with activated carbon
  11. customfollowed by recrystallization from acetone

出典と根拠

ORDレコード
ord-3e619ec6b0d74da2b4a63b798c2150ab
出典データセット
uspto-grants-1995_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05385692

反応ノート

読み込み中…

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