Trimethyl orthoformate → 3-Fluoro-1-(2-fluoro-4-nitrophenyl)-4,4-dimethoxypiperidine

HRID 750907Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 750907
[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][C:10]=2[F:18])[CH2:3]1.[CH3:19][O:20][CH:21](OC)[O:22][CH3:23].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>CO>[CH3:19][O:20][C:21]1([O:22][CH3:23])[CH2:6][CH2:5][N:4]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:10]=2[F:18])[CH2:3][CH:2]1[F:1]

Komponenten

5

Edukt 3

HCID 9005Trimethyl orthoformateHCID 521998p-Toluenesulfonic acid monohydrateHCID 597540583-Fluoro-1-(2-fluoro-4-nitrophenyl)piperidin-4-one

Produkt 1

HCID 597540593-Fluoro-1-(2-fluoro-4-nitrophenyl)-4,4-dimethoxypiperidineAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

The mixture of 4-(3-fluoro-4-oxo-piperidin-1-yl)-3-fluoronitrobenzene (65 mmol), trimethylorthoformate (130 mmol), p-toluene-sulphonic acid monohydrate (67 mmol) in methanol 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 78% yield.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-9381e4ea2cc94baca4866eeed68574ed
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07405228B2

Notizen zur Reaktion

Wird geladen…