Hydrochloric Acid → 4-[5-(4-Chlorophenoxy)-2-ethylphenyl]-2,2,6,6-tetramethylpyran-3,5-dione

HRID 537678노트

반응식

HRID 537678 반응식
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.[Cl:22][C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=1.N1C2C(=CC=C3C=2N=CC=C3)C=CC=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+].Cl>CS(C)=O.[Cu]I>[Cl:22][C:23]1[CH:28]=[CH:27][C:26]([O:29][C:2]2[CH:3]=[CH:4][C:5]([CH2:20][CH3:21])=[C:6]([CH:8]3[C:13](=[O:14])[C:12]([CH3:16])([CH3:15])[O:11][C:10]([CH3:18])([CH3:17])[C:9]3=[O:19])[CH:7]=2)=[CH:25][CH:24]=1

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 13181,10-PhenanthrolineHCID 46844-ChlorophenolHCID 62657Potassium Phosphate, TribasicHCID 666785694-(5-Bromo-2-ethylphenyl)-2,2,6,6-tetramethylpyran-3,5-dione

생성물 1

HCID 666796524-[5-(4-Chlorophenoxy)-2-ethylphenyl]-2,2,6,6-tetramethylpyran-3,5-dione

시약·촉매·용매 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 679Dimethyl Sulfoxide용매

실험 절차

A mixture of 4-(5-bromo-2-ethylphenyl)-2,2,6,6-tetramethylpyran-3,5-dione (200 mg, 0.57 mmol), 4-chlorophenol (110 mg, 0.86 mmol), copper(I) iodide (109 mg, 0.57 mmol), 1,10-phenanthroline (103 mg, 0.57 mmol) and potassium phosphate (483 mg, 2.28 mmol), in dimethylsulfoxide (3.5 ml) is heated to 200° C. under microwave irradiation for 30 minutes. The mixture is cooled to room temperature, poured into 2M aqueous hydrochloric acid and extracted with dichloromethane. The organic extract is washed with water, dried over anhydrous magnesium sulfate, filtered and the filtrate is evaporated under reduced pressure. The solvent is evaporated under reduced pressure and the residue is purified by column chromatography on silica gel to give 4-[5-(4-chlorophenoxy)-2-ethylphenyl]-2,2,6,6-tetramethylpyran-3,5-dione.

후처리

  1. extractionextracted with dichloromethane
  2. extractionThe organic extract
  3. washis washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customthe filtrate is evaporated under reduced pressure
  7. customThe solvent is evaporated under reduced pressure
  8. customthe residue is purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-a96a34d8aa6743f3b77267c36c7d61db
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08865623B2

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