4-Methoxybenzyl alcohol → 4-Methoxybenzyl 2,2,2-Trichloroacetimidate

HRID 732371Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 732371
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7][OH:8])=[CH:5][CH:4]=1.[H-].[Na+].[Cl:13][C:14]([Cl:18])([Cl:17])[C:15]#[N:16]>C(OCC)C>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7][O:8][C:15](=[NH:16])[C:14]([Cl:18])([Cl:17])[Cl:13])=[CH:5][CH:4]=1

Komponenten

5

Edukt 3

HCID 77384-Methoxybenzyl alcoholHCID 11011TrichloroacetonitrileHCID 24758Sodium hydride

Produkt 1

HCID 110872634-Methoxybenzyl 2,2,2-TrichloroacetimidateAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

Add a solution of 4-methoxybenzyl alcohol (31 mL, 250 mmol) in diethyl ether (250 ml) to sodium hydride (1.0 g, 25 mmol, 60% suspension in mineral oil) in diethyl ether (250 ml). Stir 30 min. Cool in ice bath and add trichloroacetonitrile (25 mL, 250 mmol) and let slowly warm to room temperature. Concentrate and dissolve in petroleum ether containing 0.3% methanol (330 mL) and filter through a filtering agent and concentrate to give the title compound (67 g, 95%).

Aufarbeitung

  1. temperatureCool in ice bath
  2. concentrationConcentrate
  3. dissolutiondissolve in petroleum ether containing 0.3% methanol (330 mL)
  4. filtrationfilter through a filtering agent
  5. concentrationconcentrate

Quellen und Nachweise

ORD-Eintrag
ord-729355ec747e4801ba1a942b68bbdb14
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07585885B2

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