Thionyl Chloride → 4-Decyloxybenzoyl chloride

HRID 1032868

Reaktionsgleichung

Reaktionsgleichung von HRID 1032868
S(Cl)([Cl:3])=O.[CH2:5]([O:15][C:16]1[CH:24]=[CH:23][C:19]([C:20](O)=[O:21])=[CH:18][CH:17]=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]>CN(C)C=O>[CH2:5]([O:15][C:16]1[CH:24]=[CH:23][C:19]([C:20]([Cl:3])=[O:21])=[CH:18][CH:17]=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 1385274-(Decyloxy)benzoic acid

Produkt 1

HCID 117793534-Decyloxybenzoyl chlorideAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A 3,000 ml two-necked flask equipped with a stirrer and a reflux condenser was charged with 500 ml of thionyl chloride and 277 g of 4-n-decyloxybenzoic acid obtained by a conventional method, and stirred together with 0.1 g of dimethylformamide at room temperature over one night. Thereafter, the mixture was heated for 1 hour under reflux. Then, unreacted thionyl chloride was removed under reduced pressure to obtain 293 g of 4-decyloxybenzoyl chloride as a colorless to yellow oily product (yield: 99%, boiling point: 175° to 180° C./0.5 mmHg).

Aufarbeitung

  1. customA 3,000 ml two-necked flask equipped with a stirrer and a reflux condenser
  2. customobtained by a conventional method
  3. temperatureThereafter, the mixture was heated for 1 hour
  4. temperatureunder reflux
  5. customThen, unreacted thionyl chloride was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-079ff63583074b6285aabec67d6d9097
Quelldatensatz
uspto-grants-1994_05
Patentnummer
US05308536

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