Methanol → Methyl 3-oxocyclohexane-1-carboxylate

HRID 521177

Reaktionsgleichung

Reaktionsgleichung von HRID 521177
[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH:4]([C:8]([OH:10])=[O:9])[CH2:3]1.[Si](C=[N+]=[N-])(C)(C)[CH3:12].CO>C(OCC)C>[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH:4]([C:8]([O:10][CH3:12])=[O:9])[CH2:3]1

Komponenten

5

Edukt 3

HCID 887MethanolHCID 167693TrimethylsilyldiazomethaneHCID 27602523-Oxocyclohexane-1-carboxylic acid

Produkt 1

HCID 566099Methyl 3-oxocyclohexane-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a solution of 3-oxocyclohexanecarboxylic acid (1.0 g, 7.0 mmol) in diethyl ether (28 mL) was added dropwise TMS-diazomethane (3.5 mL, 7.0 mmol, 2.0 mL in diethyl ether). MeOH (30 mL) was added and the mixture was maintained at ambient temperature for 30 minutes. The mixture was concentrated in vacuo, and the residue was purified by MPLC on silica gel (using a gradient elution of 0-45% EtOAc/hexanes). Desired fractions were identified, combined, and concentrated in vacuo to afford the title compound.

Aufarbeitung

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue was purified by MPLC on silica gel (
  3. washa gradient elution of 0-45% EtOAc/hexanes)
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-331e63e2801142b8af421c08c9574e82
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09328099B2

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