4,4'-Dimethylbenzhydrol → HCID 18319023, Verbindung

HRID 1383951

Reaktionsgleichung

Reaktionsgleichung von HRID 1383951
[OH:1][CH2:2][CH2:3][S:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][C:16](=[O:21])[C:17]([F:20])([F:19])[F:18])=[CH:10][CH:9]=1.[CH3:22][C:23]1[CH:37]=[CH:36][C:26]([CH:27](O)[C:28]2[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=2)=[CH:25][CH:24]=1>C1(C)C=CC=CC=1.C(OCC)(=O)C.C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH3:22][C:23]1[CH:37]=[CH:36][C:26]([CH:27]([C:28]2[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=2)[O:1][CH2:2][CH2:3][S:4][CH2:5][CH2:6][O:7][C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][C:16](=[O:21])[C:17]([F:18])([F:19])[F:20])=[CH:10][CH:9]=2)=[CH:25][CH:24]=1

Komponenten

6

Edukt 2

HCID 2793564,4'-DimethylbenzhydrolHCID 183189954-[4-[2-(2-Hydroxyethylthio)ethoxy]phenyl]-1,1,1-trifluoro-2-butanone

Produkt 1

HCID 18319023HCID 18319023, VerbindungAusbeute 94,2 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 6101p-Toluenesulfonic acidKatalysatorHCID 1140TolueneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of 4-[4-[2-(2-hydroxyethylthio)ethoxy]phenyl]-1,1,1-trifluoro-2-butanone (1.20 g, 3.72 mmol), 4,4′-dimethylbenzhydrol (0.95 g, 4.47 mmol) and p-toluenesulfonic acid (0.035 g) in toluene (20 ml) was heated under reflux for 15 min. The cooled reaction mixture was diluted with ethyl acetate, washed with saturated sodium bicarbonate, brine and dried (magnesium sulfate). Evaporation of the solvent in vacuo and chromatography of the residue on silica gel (elution with a gradient of ethyl acetate 20-40% in hexane) gave 1.81 g (94%) of the title material as an oil.

Aufarbeitung

  1. temperatureunder reflux for 15 min
  2. customThe cooled reaction mixture
  3. washwashed with saturated sodium bicarbonate, brine
  4. dry with materialdried (magnesium sulfate)
  5. customEvaporation of the solvent in vacuo and chromatography of the residue on silica gel (
  6. washelution with a gradient of ethyl acetate 20-40% in hexane)

Quellen und Nachweise

ORD-Eintrag
ord-518db506748f444caf4c9b7426b2ca18
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06255496B1

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