Cyclohexanol → Cyclohexoxyacetic acid

HRID 2050659

Reaktionsgleichung

Reaktionsgleichung von HRID 2050659
[CH:1]1([OH:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[CH2:9][C:10]([O-:12])=[O:11].[Na+]>C1COCC1.CS(C)=O>[CH:1]1([O:7][CH2:9][C:10]([OH:12])=[O:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Komponenten

5

Edukt 2

HCID 7966CyclohexanolHCID 23665759Sodium chloroacetate

Produkt 1

HCID 191994Cyclohexoxyacetic acidAusbeute 83,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

A solution of cyclohexanol (1.75 g, 17.5 mmol) in THF was added, and the mixture was warmed to 25° C. for 1 hour. The THF was removed by distillation under vacuum, and a solution of sodium chloroacetate (2.5 g, 22 mmol) in DMSO (50 ml) was added. The reaction mixture was treated as in Example 3 and 2.3 g of product (83% yield) was obtained as a colorless oil.

Aufarbeitung

  1. customThe THF was removed by distillation under vacuum
  2. additionThe reaction mixture was treated as in Example 3

Quellen und Nachweise

ORD-Eintrag
ord-99afaf4f76f64cd1a8deeac02b9f6403
Quelldatensatz
uspto-grants-1991_05
Patentnummer
US05013864

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