Triethylamine → Tert-butyl 4-(chloro(methylsulfonyloxyimino)methyl)piperidine-1-carboxylate

HRID 1972161Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1972161
[Cl:1][C:2](=[N:16][OH:17])[CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1.[CH3:18][S:19](Cl)(=[O:21])=[O:20].C(N(CC)CC)C>C(OCC)C>[Cl:1][C:2](=[N:16][O:17][S:19]([CH3:18])(=[O:21])=[O:20])[CH:3]1[CH2:4][CH2:5][N:6]([C:9]([O:11][C:12]([CH3:13])([CH3:14])[CH3:15])=[O:10])[CH2:7][CH2:8]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 76573117Tert-butyl 4-(chloro(hydroxyimino)methyl)piperidine-1-carboxylate

Produkt 1

HCID 86640985Tert-butyl 4-(chloro(methylsulfonyloxyimino)methyl)piperidine-1-carboxylateAusbeute 53,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

tert-Butyl 4-(chloro(hydroxyimino)methyl)piperidine-1-carboxylate (2.3 g, 8.75 mmol) and methanesulfonyl chloride (0.68 mL, 8.75 mmol) were suspended in diethyl ether (200 mL). Triethylamine (1.22 mL, 8.75 mmol) was added and the reaction stirred at ambient temperature until consumption of starting material. The mixture was filtered and the filtrate was concentrated. The residue was purified by flash chromatography (using dichloromethane) to afford the title compound (1.6 g, 53% yield) as a clear oil.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by flash chromatography (using dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-d5d92b4431bb4166a452e24b126685e2
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08431713B2

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