Water → 1-[3-Chloro-4-(tetrahydro-pyran-4-sulfonyl)-phenyl]-ethanone

HRID 1098755Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1098755
[Cl:1][C:2]1[CH:3]=[C:4]([C:15](=[O:17])[CH3:16])[CH:5]=[CH:6][C:7]=1[S:8][CH:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1.[OH:18]OS([O-])=O.[K+].[OH2:24]>CO.O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([C:15](=[O:17])[CH3:16])[CH:5]=[CH:6][C:7]=1[S:8]([CH:9]1[CH2:10][CH2:11][O:12][CH2:13][CH2:14]1)(=[O:18])=[O:24]

Komponenten

6

Edukt 3

HCID 962Water2×HCID 23707502Potassium hydroxy sulfiteHCID 595061481-[3-Chloro-4-(tetrahydro-pyran-4-ylsulfanyl)-phenyl]-ethanone

Produkt 1

HCID 595062921-[3-Chloro-4-(tetrahydro-pyran-4-sulfonyl)-phenyl]-ethanoneAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of the product obtained from step 2 (1.38 g, 5.10 mmol) in methanol (25 ml) and tetrahydrofurane (25 ml) was added drop wise to a solution of oxone (5.64 g, 9.17 mmol) in water (25 ml) at 0° C. The suspension was stirred 2 days at RT. Water (25 ml) was added and the reaction mixture was extracted with DCM. The combined organic phases were washed with brine and dried over magnesium sulphate. Evaporation and purification of the crude product by silica gel chromatography using ethyl acetate/n-heptane gave the desired product (1.04 g, 67%).

Aufarbeitung

  1. extractionthe reaction mixture was extracted with DCM
  2. washThe combined organic phases were washed with brine
  3. dry with materialdried over magnesium sulphate
  4. customEvaporation and purification of the crude product by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-db988866fb8f49d886201e663ac51506
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08143242B2

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