Trimethyl orthoformate → 3-Fluoro-4,4-dimethoxy-1-(4-nitrophenyl)piperidine

HRID 750898Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 750898
[F:1][CH:2]1C(=O)[CH2:6][CH2:5][N:4]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=2)[CH2:3]1.[CH3:18][O:19][CH:20](OC)[O:21][CH3:22].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>CO>[CH3:18][O:19][C:20]1([O:21][CH3:22])[CH2:6][CH2:5][N:4]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=2)[CH2:3][CH:2]1[F:1]

Komponenten

5

Edukt 3

HCID 9005Trimethyl orthoformateHCID 521998p-Toluenesulfonic acid monohydrateHCID 597541273-Fluoro-1-(4-nitrophenyl)piperidin-4-one

Produkt 1

HCID 597539773-Fluoro-4,4-dimethoxy-1-(4-nitrophenyl)piperidineAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

The mixture of 4-(3-fluoro-4-oxo-piperidin-1-yl)-nitrobenzene (51 mmol), trimethylorthoformate (103 mmol), p-toluene-sulphonic acid monohydrate (51 mmol) in methanol (100 ml) was heated at 45° C. for 24 hours. Solvent was removed and residual mass was taken into ethyl acetate and saturated sodium bicarbonate solution mixture. The organic layer was dried and removal of the solvent afforded title compound as a solid in 91% yield.

Aufarbeitung

  1. customSolvent was removed
  2. customThe organic layer was dried
  3. customremoval of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-72123f4c54c9474889dd80e6cb7548f3
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07405228B2

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