Triethylamine → 2-(3-((6-Fluoropyridin-3-yl)oxy)phenyl)ethanol

HRID 384126

反応式

HRID 384126 の反応式
[OH:1][CH2:2][CH2:3][C:4]1[CH:5]=[C:6]([OH:10])[CH:7]=[CH:8][CH:9]=1.[F:11][C:12]1[N:17]=[CH:16][C:15](B(O)O)=[CH:14][CH:13]=1.C(N(CC)CC)C>C(Cl)(Cl)Cl.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[F:11][C:12]1[N:17]=[CH:16][C:15]([O:10][C:6]2[CH:5]=[C:4]([CH2:3][CH2:2][OH:1])[CH:9]=[CH:8][CH:7]=2)=[CH:14][CH:13]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 834043-Hydroxyphenethyl alcoholHCID 2783397(6-Fluoropyridin-3-yl)boronic acid

生成物 1

HCID 684312162-(3-((6-Fluoropyridin-3-yl)oxy)phenyl)ethanol

試薬・触媒・溶媒 2

HCID 8895Cupric acetate触媒HCID 6212Chloroform溶媒

実験手順

To a solution of 3-(2-hydroxyethyl)phenol (142.5 mg) in chloroform (5 ml), 279 mg of (6-fluoro-3-pyridinyl)boronic acid, 0.043 ml of triethylamine, 681 mg of copper acetate, and 500 mg of 4A molecular sieve were added, and the reaction solution was stirred at room temperature for 6 days. The reaction solution was filtered through Celite, and the filtrate was diluted with water, extracted with chloroform, and dried over anhydrous magnesium sulfate. The reaction solvent was distilled off under reduced pressure, and the residue obtained was purified by silica gel column chromatography (eluent: ethyl acetate/hexane (0:100-50:50-75/25)) to afford the title compound as a yellow oil.

後処理

  1. filtrationThe reaction solution was filtered through Celite
  2. additionthe filtrate was diluted with water
  3. extractionextracted with chloroform
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationThe reaction solvent was distilled off under reduced pressure
  6. customthe residue obtained
  7. customwas purified by silica gel column chromatography (eluent: ethyl acetate/hexane (0:100-50:50-75/25))

出典と根拠

ORDレコード
ord-3f6bf3bb23f34917aa941651a5ed5c94
出典データセット
uspto-grants-2013_02
特許番号
US08367708B2

関連ノート

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