3-(Trifluoromethyl)phenol → 2-(2-Thienylmethyloxy)-6-(meta-trifluoromethylphenoxy)pyridine

HRID 55119

反応式

HRID 55119 の反応式
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1.[H-].[Na+].Cl[C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH2:22][C:23]2[S:24][CH:25]=[CH:26][CH:27]=2)[N:16]=1>CN(C)C=O.[Cu]I>[S:24]1[CH:25]=[CH:26][CH:27]=[C:23]1[CH2:22][O:21][C:17]1[CH:18]=[CH:19][CH:20]=[C:15]([O:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:10])([F:11])[F:1])[CH:4]=2)[N:16]=1

参加物

6

反応物 3

HCID 73763-(Trifluoromethyl)phenolHCID 24758Sodium hydride2 回HCID 181869442-Chloro-6-(2-Thienylmethoxy)Pyridine

生成物 1

HCID 199573962-(2-Thienylmethyloxy)-6-(meta-trifluoromethylphenoxy)pyridine

試薬・触媒・溶媒 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution containing meta-trifluoromethylphenol (3.62 g, 0.0045×5.0 mol), sodium hydride (0.36 g, (Ca.60% in mineral oil), 0.0045×2.0 mol) and CuI (0.42 g, 0.0045×0.5 mol) in dimethylformamide, 2-chloro-6-(2-thienylmethyloxy)pyridine (1.0 g, 0.0045 mol) was added and the resultant solution was refluxed for about 3 hours. Additional sodium hydride (0.36 g, (60% in mineral oil), 0.0045×2.0 mol) was added thereto and the resultant solution was refluxed for another about 1 hour, thereafter the reaction solution was partitioned between ethyl acetate and aqueous saturated sodium hydrogen carbonate. The obtained organic layer was washed with aqueous saturated sodium chloride, dried over anhydrous sodium sulfate and thereafter, concentrated and purified on a silica gel column to obtain the end product.

後処理

  1. additionwas added
  2. customthe reaction solution was partitioned between ethyl acetate and aqueous saturated sodium hydrogen carbonate
  3. washThe obtained organic layer was washed with aqueous saturated sodium chloride
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated
  6. custompurified on a silica gel column
  7. customto obtain the end product

出典と根拠

ORDレコード
ord-cb0f05a242d24a13a620fc4ecb1f7367
出典データセット
uspto-grants-1997_04
特許番号
US05624942

関連ノート

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