Thionyl Chloride → trans-1-Chloro-3-(3-ethyl-1-methylcyclobutyl)-prop-1-en-3-one

HRID 27300

Reaktionsgleichung

Reaktionsgleichung von HRID 27300
O[CH:2]=[CH:3][C:4]([C:6]1([CH3:12])[CH2:9][CH:8]([CH2:10][CH3:11])[CH2:7]1)=[O:5].S(Cl)([Cl:15])=O>C1C=CC=CC=1>[Cl:15]/[CH:2]=[CH:3]/[C:4]([C:6]1([CH3:12])[CH2:9][CH:8]([CH2:10][CH3:11])[CH2:7]1)=[O:5]

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 705764901-Hydroxy-3-(3-ethyl-1-methylcyclobutyl)-prop-1-en-3-one

Produkt 1

HCID 23344457trans-1-Chloro-3-(3-ethyl-1-methylcyclobutyl)-prop-1-en-3-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel2×

Versuchsvorschrift

A solution of 5.8 g of 1-hydroxy-3-(3-ethyl-1-methylcyclobutyl)-prop-1-en-3-one (prepared in Example 4A) in 100 ml of benzene was stirred under an argon atmosphere and 7 ml of thionyl chloride in 10 ml of benzene was added dropwise. The resulting solution was stirred for about 15 hr. Excess solvent was removed by distillation at atmospheric pressure and the residue was then distilled in vacuo to yield 4.2 g of the title compound having the following physical characteristics:

Aufarbeitung

  1. customExcess solvent was removed by distillation at atmospheric pressure
  2. distillationthe residue was then distilled in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-dfce49b24eef4f29acfdd572bdff2687
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04220795

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