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tert-Butanol → HCID 86594005, Verbindung

HRID 1243835
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1243835
C([N:3]([CH2:6][CH3:7])[CH2:4]C)C.[C:8]1([C:14]2([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[CH2:22][C:21]3[N:20]([S:23]([C:26]4[CH:31]=[CH:30][C:29]([CH3:32])=[CH:28][CH:27]=4)(=[O:25])=[O:24])[N:19]=C(C(O)=O)C=3[CH:16]=[CH:15]2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C1C=CC(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:49])=CC=1.[C:59]([OH:63])([CH3:62])([CH3:61])[CH3:60]>C1(C)C=CC=CC=1>[C:36]1([C:14]2([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH2:22][C:21]3[N:20]([S:23]([C:26]4[CH:27]=[CH:28][C:29]([CH3:32])=[CH:30][CH:31]=4)(=[O:25])=[O:24])[N:19]=[C:6]([NH:3][C:4](=[O:49])[O:63][C:59]([CH3:62])([CH3:61])[CH3:60])[C:7]=3[CH:16]=[CH:15]2)[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 6386tert-ButanolHCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 219291026,6-diphenyl-1-(4-toluenesulphonyl)-6,7-dihydro-1H-indazol-3-carboxylic acid

Produkt 1

HCID 86594005HCID 86594005, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140
Toluene
Lösungsmittel

Versuchsvorschrift

0.09 cm3 of triethylamine is added to a suspension of 0.25 g of 6,6-diphenyl-1-(4-toluenesulphonyl)-6,7-dihydro-1H-indazol-3-carboxylic acid in 1.5 cm3 of toluene and 1.5 cm3 of tert-butanol. The solution obtained is heated to the reflux temperature and 0.12 cm3 of diphenylphosphonyl azide is added dropwise. Refluxing of the reaction mixture is continued for eight hours. After forty-eight hours at a temperature in the region of 20° C., the reaction mixture is concentrated to dryness under reduced pressure (13 kPa) and the residue is purified by flash chromatography on a column of silica [eluent: dichloromethane]. 0.06 g of tert-butyl [6,6-diphenyl-1-(4-toluenesulphonyl)-6,7-dihydro-1H-indazol-3-yl]carbamate is thus obtained in the form of a white foam, which is used directly, the characteristics of which are as follows:

Aufarbeitung

  1. customThe solution obtained
  2. additionis added dropwise
  3. temperatureRefluxing of the reaction mixture
  4. waitAfter forty-eight hours at a temperature in the region of 20° C.
  5. concentrationthe reaction mixture is concentrated to dryness under reduced pressure (13 kPa)
  6. customthe residue is purified by flash chromatography on a column of silica [eluent: dichloromethane]

Quellen und Nachweise

ORD-Eintrag
ord-6f499a5d293149779e7c1f853f56485c
Quelldatensatz
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07119115B2

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