Sodium Hydroxide → 3-(2-Biphenylyl)-2-ethylpropionyl chloride

HRID 609517

Reaktionsgleichung

Reaktionsgleichung von HRID 609517
[OH-].[Na+].[C:3]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH:10]([CH2:14][CH3:15])[C:11](O)=[O:12].S(Cl)([Cl:24])=O>>[C:3]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH:10]([CH2:14][CH3:15])[C:11]([Cl:24])=[O:12]

Komponenten

4

Edukt 3

HCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 215719833-(2-Biphenylyl)-2-ethylpropionic acid

Produkt 1

HCID 223402173-(2-Biphenylyl)-2-ethylpropionyl chlorideAusbeute 106,3 %

Versuchsvorschrift

To a 100-ml three-necked round flask (equipped with a stirrer tip, a Dimroth condenser, a thermometer and a trap of NaOH) were introduced 13.3 g (52.4 mmol) of 3-(2-biphenylyl)-2-ethylpropionic acid and 25.9 ml (355 mmol) of thionyl chloride, and they were refluxed for 2.5 hours with heating in a nitrogen atmosphere. After the reaction was completed, the unreacted thionyl chloride was distilled off under reduced pressure to obtain 15.2 g of a crude product as a yellow orange liquid. This acid chloride was used for the next reaction without further purification. The properties of the product thus obtained are described below.

Aufarbeitung

  1. customTo a 100-ml three-necked round flask (equipped with a stirrer tip
  2. temperaturewere refluxed for 2.5 hours
  3. temperaturewith heating in a nitrogen atmosphere
  4. distillationthe unreacted thionyl chloride was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e4cffc689b074805beb42db5135341c2
Quelldatensatz
uspto-grants-1999_12
Patentnummer
US05998039

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