2-Mercaptoethanol → Butanoic acid, 3-oxo-, 2-mercaptoethyl ester

HRID 1087970Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1087970
[SH:1][CH2:2][CH2:3][OH:4].[CH3:5][C:6]1[O:12]C(C)(C)O[C:8](=[O:9])[CH:7]=1>>[SH:1][CH2:2][CH2:3][O:4][C:8](=[O:9])[CH2:7][C:6]([CH3:5])=[O:12]

Komponenten

3

Edukt 2

HCID 15672-MercaptoethanolHCID 793682,2,6-Trimethyl-4H-1,3-dioxin-4-one

Produkt 1

HCID 10844726Butanoic acid, 3-oxo-, 2-mercaptoethyl esterAusbeute 90 %

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

In a 300 ml. round bottom flask fitted with a thermometer, mechanical stirrer, Dean Stark trap and reflux condenser was placed 25.0g.(0.32 mole) of 2-mercaptoethanol. This was stirred and heated to 130° C.; 45.4g. (0.32 mole) of 2,2,6-trimethyl-1,3-dioxen-4-one (TKD) was added dropwise at a uniform rate over the period of one hour. Heating was continued for 1/2 hour; acetone distillate was collected in the Dean Stark trap. After distillate collection was completed, the mixture was distilled under vacuum and the portion boiling at 110°-115° C.(at 5 mm. Hg.) was collected to give a colorless liquid of mercaptoethylacetoacetate. The yield was about 90% based on starting material. The product was identified by NMR spectroscopy.

Aufarbeitung

  1. customround bottom flask fitted with a thermometer, mechanical stirrer, Dean Stark trap
  2. temperaturereflux condenser
  3. temperatureHeating
  4. distillationacetone distillate was collected in the Dean Stark trap
  5. distillationAfter distillate collection
  6. distillationthe mixture was distilled under vacuum
  7. customthe portion boiling at 110°-115° C.(at 5 mm. Hg.) was collected

Quellen und Nachweise

ORD-Eintrag
ord-e08a171b5cee4274b723cba3e8ea35b9
Quelldatensatz
uspto-grants-1990_10
Patentnummer
US04960924

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