Ethyl formate → Rac-5-isopropyl-2-oxo-cyclohexanecarbaldehyde

HRID 1984204Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1984204
[CH:1](OCC)=[O:2].C[O-].[Na+].[CH:9]([CH:12]1[CH2:17][CH2:16][C:15](=[O:18])[CH2:14][CH2:13]1)([CH3:11])[CH3:10]>C(OCC)C>[CH:9]([CH:12]1[CH2:17][CH:16]([CH:1]=[O:2])[C:15](=[O:18])[CH2:14][CH2:13]1)([CH3:11])[CH3:10]

Komponenten

5

Edukt 3

HCID 8025Ethyl formateHCID 794884-IsopropylcyclohexanoneHCID 10942334Sodium Methoxide

Produkt 1

HCID 54180615Rac-5-isopropyl-2-oxo-cyclohexanecarbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

A solution of ethyl formate (6 mmol) in diethyl ether (2 ml) was added dropwise to a suspension of sodium methoxide (6 mmol) and 4-isopropyl-cyclohexanone (3 mmol) in absolute diethyl ether (3 ml) and after complete evolution of the gas the reaction mixture was stirred overnight at room temperature. The solid formed was filtered off, washed with diethyl ether and dried in a high vacuum. The product was obtained as a slightly yellow solid. tR 2.26; MS (pos. Ion.) m/z 169.32 [M+H]+. (J. Org. Chem. 2000, 65(21), 7145-7150).

Aufarbeitung

  1. customThe solid formed
  2. filtrationwas filtered off
  3. washwashed with diethyl ether
  4. customdried in a high vacuum
  5. customThe product was obtained as a slightly yellow solid

Quellen und Nachweise

ORD-Eintrag
ord-099bedd1ca284d7eb6695a69f9a6e3f8
Quelldatensatz
uspto-grants-2009_06
Patentnummer
US07544691B2

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