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2-Iodoxybenzoic acid → HCID 67131087, Verbindung

HRID 1678626
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1678626
I(C1C=CC=CC=1C(O)=O)(=O)=O.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:28]([CH:29]([CH:31]3[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]3)[OH:30])=[C:27]3[C:22]([CH:23]=[CH:24][CH:25]=[CH:26]3)=[N:21]2)=[CH:16][CH:15]=1>C1COCC1.CS(C)=O>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:28]([C:29]([CH:31]3[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36]3)=[O:30])=[C:27]3[C:22]([CH:23]=[CH:24][CH:25]=[CH:26]3)=[N:21]2)=[CH:16][CH:15]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 1087942-Iodoxybenzoic acidHCID 67130979[2-(4-Chloro-phenyl)-2H-indazol-3-yl]-cyclohexyl-methanol

Produkt 1

HCID 67131087HCID 67131087, VerbindungAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21830753dimethylsulfoxide THFLösungsmittel2×

Versuchsvorschrift

2-Iodoxybenzoic acid (1.42 g, 2.3 mmol; 45% purity) was added to an ice cold solution of [2-(4-chloro-phenyl)-2H-indazol-3-yl]-cyclohexyl-methanol (520 mg, 1.5 mmol) in THF/DMSO 1/1 (28 ml). The reaction mixture was stirred for 1 h at ambient temperature, ice water/brine 1/1 was added and the mixture was extracted two times with iPrOAc. The combined extracts were washed with ice water/saturated aqueous ammonium chloride solution 1/1 and dried over Na2SO4. After filtration the solvent was removed under reduced pressure and the residue was purified by column chromatography (silica gel, iPrOAc/heptane) to give the title compound (404 mg, 1.2 μmol; 78%) as colorless solid. MS: m/e=339.1 [M+H+].

Aufarbeitung

  1. extractionthe mixture was extracted two times with iPrOAc
  2. washThe combined extracts were washed with ice water/saturated aqueous ammonium chloride solution 1/1
  3. dry with materialdried over Na2SO4
  4. filtrationAfter filtration the solvent
  5. customwas removed under reduced pressure
  6. customthe residue was purified by column chromatography (silica gel, iPrOAc/heptane)

Quellen und Nachweise

ORD-Eintrag
ord-39441120beb24b4da44a5888f4d71414
Quelldatensatz
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08008505B2

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