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Hydrochloric Acid → 4-[2-Ethyl-5-(3-fluorophenoxy)phenyl]-2,2,6,6-tetramethylpyran-3,5-dione

HRID 537677
ノート
印刷プレビュー

反応式

HRID 537677 の反応式
Br[C:2]1[CH:3]=[CH:4][C:5]([CH2:20][CH3:21])=[C:6]([CH:8]2[C:13](=[O:14])[C:12]([CH3:16])([CH3:15])[O:11][C:10]([CH3:18])([CH3:17])[C:9]2=[O:19])[CH:7]=1.[F:22][C:23]1[CH:24]=[C:25]([OH:29])[CH:26]=[CH:27][CH:28]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Cl>C1(C)C=CC=CC=1.ClCCl.FC(F)(F)S([O-])(=O)=O.[Cu+2].FC(F)(F)S([O-])(=O)=O>[CH2:20]([C:5]1[CH:4]=[CH:3][C:2]([O:29][C:25]2[CH:26]=[CH:27][CH:28]=[C:23]([F:22])[CH:24]=2)=[CH:7][C:6]=1[CH:8]1[C:13](=[O:14])[C:12]([CH3:16])([CH3:15])[O:11][C:10]([CH3:18])([CH3:17])[C:9]1=[O:19])[CH3:21]
参加物反応条件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 313Hydrochloric AcidHCID 97433-FluorophenolHCID 10796Cesium carbonateHCID 666785694-(5-Bromo-2-ethylphenyl)-2,2,6,6-tetramethylpyran-3,5-dione

生成物 1

HCID 666791724-[2-Ethyl-5-(3-fluorophenoxy)phenyl]-2,2,6,6-tetramethylpyran-3,5-dione

試薬・触媒・溶媒 3

HCID 2734996
copper(II) trifluoromethanesulfonate
触媒
HCID 1140Toluene溶媒
HCID 6344Dichloromethane溶媒

反応条件

温度
160 °C

実験手順

A mixture of 4-(5-bromo-2-ethylphenyl)-2,2,6,6-tetramethylpyran-3,5-dione (200 mg, 0.57 mmol), 3-fluorophenol (320 mg, 2.83 mmol), cesium carbonate (400 mg, 1.13 mmol), copper(II) trifluoromethanesulfonate (10 mg, 0.03 mmol), and powdered 3 Å molecular sieves (400 mg) in toluene (3.5 ml) is heated to 160° C. under microwave irradiation for 60 minutes. The mixture is cooled to room temperature, poured into 2M aqueous hydrochloric acid, diluted with dichloromethane and filtered through a phase separation cartridge. The organic phase is collected. The solvent is evaporated under reduced pressure and the residue is purified by column chromatography on silica gel to give 4-[2-ethyl-5-(3-fluorophenoxy)phenyl]-2,2,6,6-tetramethylpyran-3,5-dione.

後処理

  1. temperatureThe mixture is cooled to room temperature
  2. filtrationfiltered through a phase separation cartridge
  3. customThe organic phase is collected
  4. customThe solvent is evaporated under reduced pressure
  5. customthe residue is purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-85875c5401d242439bcad40ed895ea7a
出典データセット
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08865623B2

反応ノート

読み込み中…

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