Oxalyl chloride → p-Tetradecyloxyphenylacetylchloride

HRID 483547

Reaktionsgleichung

Reaktionsgleichung von HRID 483547
[CH2:1]([O:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][C:23]([OH:25])=O)=[CH:18][CH:17]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].C(Cl)(=O)C([Cl:29])=O>CN(C)C=O.C(Cl)Cl>[CH2:1]([O:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][C:23]([Cl:29])=[O:25])=[CH:18][CH:17]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Komponenten

5

Edukt 2

HCID 65578Oxalyl chlorideHCID 10472964p-Tetradecyloxyphenylacetic acid

Produkt 1

HCID 10021844p-TetradecyloxyphenylacetylchlorideAusbeute 97,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 21.7 g of p-tetradecyloxyphenylacetic acid and 11.85 g of oxalyl chloride, 45.5 mg of N,N-dimethylformamide and 250 ml of methylene chloride is stirred at ambient temperature for 24 hours. The solvent is removed by evaporation and the residue is dissolved in ether and filtered through diatomaceous earth. The filtrate is evaporated to give 22.3 g of the desired product as a white solid.

Aufarbeitung

  1. customThe solvent is removed by evaporation
  2. dissolutionthe residue is dissolved in ether
  3. filtrationfiltered through diatomaceous earth
  4. customThe filtrate is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-cc0e1da00dd44c9494fcebb30aea03c9
Quelldatensatz
uspto-grants-1993_07
Patentnummer
US05225425

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