4-(Diethylamino)-2-butyn-1-ol → 4-(Diethylamino)-2-butynal

HRID 1008762

Reaktionsgleichung

Reaktionsgleichung von HRID 1008762
[CH2:1]([N:3]([CH2:9][CH3:10])[CH2:4][C:5]#[C:6][CH2:7][OH:8])[CH3:2]>C(Cl)Cl.O=[Mn]=O>[CH2:1]([N:3]([CH2:9][CH3:10])[CH2:4][C:5]#[C:6][CH:7]=[O:8])[CH3:2]

Komponenten

4

Edukt 1

HCID 827354-(Diethylamino)-2-butyn-1-ol

Produkt 1

HCID 597763504-(Diethylamino)-2-butynalAusbeute 36 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 14801Manganese dioxideKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 4-diethylamino-2-butyn-1-ol (1.00 g, 7.08 mmol) in anhydrous DCM (60 mL) was added MnO2 (20 g, 230 mmol) portion wise on one hour. The resulting mixture was stirred at rt for two additional hours, then filtered on a bed of Celite. The filtrates were evaporated under reduced pressure to give 352 mg (36%) the title compound as an orange oil (352 mg, 36% yield). 1H NMR (CDCl3) δ: 9.22 (s, 1H), 3.65 (s, 2H), 2.58 (q, J=7.2 Hz, 4H), 1.08 (t, J=7.2 Hz, 6H).

Aufarbeitung

  1. filtrationfiltered on a bed of Celite
  2. customThe filtrates were evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-41f5f64d0037430691eeb71be44fe27b
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07973039B2

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