Di-tert-butyl dicarbonate → tert-Butyl 3-(2-fluoroethoxy)-4-oxopiperidine-1-carboxylate

HRID 1425172

Reaktionsgleichung

Reaktionsgleichung von HRID 1425172
[F:1][CH2:2][CH2:3][O:4][CH:5]1[C:10](OC)([O:11]C)[CH2:9][CH2:8][N:7]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:6]1.C(OC(OC(C)(C)C)=O)(OC(C)(C)C)=O>O.C(O)(C(F)(F)F)=O>[F:1][CH2:2][CH2:3][O:4][CH:5]1[C:10](=[O:11])[CH2:9][CH2:8][N:7]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:6]1

Komponenten

4

Edukt 2

HCID 90495Di-tert-butyl dicarbonateHCID 86648640tert-Butyl 3-(2-fluoroethoxy)-4,4-dimethoxypiperidine-1-carboxylate

Produkt 1

HCID 86648641tert-Butyl 3-(2-fluoroethoxy)-4-oxopiperidine-1-carboxylateAusbeute 97,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 22392675Trifluoroacetic acid waterLösungsmittel

Versuchsvorschrift

The same operation as in Example (90b) was performed using tert-butyl 3-(2-fluoroethoxy)-4,4-dimethoxypiperidine-1-carboxylate obtained in Example (123a) (6.5 g, 21.2 mmol), a water/TFA mixed solution (1/1, 20 mL) and di-tert-butyl dicarbonate (6.54 g, 30 mol). The resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=10/1, 5/1, 2/1, 1/1) to obtain 5.4 g of the title compound as a light brown oily substance (98%).

Aufarbeitung

  1. customThe resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=10/1, 5/1, 2/1, 1/1)

Quellen und Nachweise

ORD-Eintrag
ord-b0858013651b4ba7a5fc5638b51cc416
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08927588B2

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