Acetyl chloride → 1-(4-Hydroxypiperidin-1-yl)ethan-1-one

HRID 456446Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 456446
[OH:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.C(N(CC)CC)C.[C:15](Cl)(=[O:17])[CH3:16]>C(Cl)Cl>[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:15](=[O:17])[CH3:16])[CH2:4][CH2:3]1

Komponenten

5

Edukt 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 79341Piperidin-4-ol

Produkt 1

HCID 107492911-(4-Hydroxypiperidin-1-yl)ethan-1-oneAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

4-hydroxypiperidine (0.534 g, 5.3 mmol) was dissolved in methylene chloride (50 mL). The solution was cooled to −78° C. and triethylamine (1.10 mL, 7.95 mmol) was added. Acetyl chloride (0.33 mL, 4.77 mmol) was added dropwise to the mixture. The mixture was warmed to r.t., concentrated under reduced pressure and purified using silica gel chromatography (50% ethyl acetate in hexanes) to give the title compound (0.540 g, 80%) as an oil.

Aufarbeitung

  1. temperatureThe mixture was warmed to r.t.
  2. concentrationconcentrated under reduced pressure
  3. custompurified

Quellen und Nachweise

ORD-Eintrag
ord-933c51307fc34f10a9c99671f521d0db
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07186715B2

Notizen zur Reaktion

Wird geladen…