Trifluoroacetic acid → Benzo[1,3]dioxol-5-yl-piperidin-4-yl-methanone

HRID 713455

Reaktionsgleichung

Reaktionsgleichung von HRID 713455
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]([C:16]2[CH:24]=[CH:23][C:19]3[O:20][CH2:21][O:22][C:18]=3[CH:17]=2)=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[O:20]1[C:19]2[CH:23]=[CH:24][C:16]([C:14]([CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[O:15])=[CH:17][C:18]=2[O:22][CH2:21]1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 712267454-(Benzo[1,3]dioxole-5-carbonyl)-piperidine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 20613937Benzo[1,3]dioxol-5-yl-piperidin-4-yl-methanoneAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 4-(benzo[1,3]dioxole-5-carbonyl)-piperidine-1-carboxylic acid tert-butyl ester (0.50 g, 1.5 mmol) in 10 mL of DCM, was added 2 mL of TFA. The reaction mixture was stirred at ambient temperature for 2.5 hours, then solvent was removed by reduced pressure to yield the title product (0.35 g, 1.35 mmol). MS (ESI) m/z 234.9 (M+H+); HPLC (Novapak 150×3.9 mm C-18 column: mobile phase: 35-90% acetonitrile/water with 0.1% TFA, at 2 mL/min over 2 min.) t 1.11 min.

Aufarbeitung

  1. customsolvent was removed by reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-355f4e84164a45ab9c85b810dd22efd1
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181266B2

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