Nitromethane → HCID 18533007, Verbindung

HRID 413329

Reaktionsgleichung

Reaktionsgleichung von HRID 413329
[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][CH:6]([CH2:9]O)[CH2:5][CH2:4]1.[Br:11][CH2:12][CH2:13][CH2:14][O:15]S(C(F)(F)F)(=O)=O.C(C1C=[CH:31][CH:30]=[C:29]([C:33]([CH3:36])(C)C)N=1)(C)(C)C.[N+]([CH3:40])([O-])=O>>[Br:11][CH2:12][CH2:13][CH2:14][O:15][CH2:40][CH:29]1[CH2:30][CH2:31][CH:9]([C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)[CH2:36][CH2:33]1

Komponenten

5

Edukt 4

HCID 6375NitromethaneHCID 685102,6-Di-tert-butylpyridineHCID 1248653-Bromopropyl-1-trifluoromethanesulfonateHCID 18533153(4-Methoxycyclohexyl)methanol

Produkt 1

HCID 18533007HCID 18533007, VerbindungAusbeute 61 %

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a mixture of (4-methoxy-cyclohexyl)-methanol (1.25 g, 8.7 mmol) and trifluoromethanesulfonic acid 3-bromo-propyl ester (2.58 g, 9.55 mmol) in nitromethane (15 ml) was added 2,6-di-tert-butylpyridine (1.83 ml, 9.55 mmol). The reaction mixture was heated at 80° C. for 18 hours. The mixture was concentrated in vacuo and the residue purified by flash column chromatography on silica eluting with 20% ethyl acetate in hexane to give the title compound as a yellow oil (1.4 g, 61%).

Aufarbeitung

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue purified by flash column chromatography on silica eluting with 20% ethyl acetate in hexane

Quellen und Nachweise

ORD-Eintrag
ord-957ee6ca47354056ba5f062aa3928ef5
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06566384B1

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