Ethanol → Ethyl 1-(4-methoxyphenyl)cyclopropanecarbimidate hydrochloride

HRID 931135

Reaktionsgleichung

Reaktionsgleichung von HRID 931135
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([C:12]#[N:13])[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.[CH2:14]([OH:16])[CH3:15].C([Cl:20])(=O)C>>[ClH:20].[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([C:12](=[NH:13])[O:16][CH2:14][CH3:15])[CH2:11][CH2:10]2)=[CH:5][CH:4]=1

Komponenten

4

Edukt 3

HCID 702EthanolHCID 6367Acetyl chlorideHCID 855741-(4-Methoxyphenyl)cyclopropane-1-carbonitrile

Produkt 1

HCID 89854594Ethyl 1-(4-methoxyphenyl)cyclopropanecarbimidate hydrochlorideAusbeute 109,5 %

Versuchsvorschrift

To a cooled solution of 1-(4-methoxyphenyl)cyclopropanecarbonitrile (35 mg, 0.2 mmol) in ethanol (100 μL, 2 mmol) was added acetyl chloride (170 μl, 2.39 mmol). The mixture was shaken at room temperature for 16 h, then was concentrated in vacuo and dried. To the residue was added a freshly prepared saturated solution of hydrogen chloride in ethanol (1 mL). After 16 h, the reaction mixture was concentrated under reduced pressure to afford the title compound (56 mg) as an oil which was used without further purification.

Aufarbeitung

  1. concentrationwas concentrated in vacuo
  2. customdried
  3. additionTo the residue was added a freshly prepared saturated solution of hydrogen chloride in ethanol (1 mL)
  4. waitAfter 16 h
  5. concentrationthe reaction mixture was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-147f6d53c8944069b1f6375a24b3cf41
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09296745B2

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