Triethylamine → HCID 14008159, Verbindung

HRID 258328Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 258328
[F:1][C:2](=[CH2:6])[C:3](Cl)=[O:4].[C:7]([C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)#[N:8].C(N(CC)CC)C>C(Cl)Cl>[F:1][C:2](=[CH2:6])[C:3]([O:15][C:12]1[CH:13]=[CH:14][C:9]([C:7]#[N:8])=[CH:10][CH:11]=1)=[O:4]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 130194-CyanophenolHCID 27833352-Fluoroacryloyl chloride

Produkt 1

HCID 14008159HCID 14008159, VerbindungAusbeute 65,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

10 g (0.092 mol) of α-fluoroacryloyl chloride (obtained in accordance with example 1c) were added dropwise, at a temperature of 5° C., with stirring and in the course of 20 minutes, to a solution of 10.7 g (0.09 mol) of 4-cyanophenol and 9.1 g (0.09 mol) of triethylamine in 150 ml of anhydrous methylene dichloride, and the reaction mixture was then stirred for a further 30 minutes at the same temperature. The solid formed was filtered off and washed with 20 ml of anhydrous methylene dichloride. After 0.005 g of hydroquinone monomethyl ether had been added, the volatile constituents in the mixture of filtrate and wash solution were removed by distillation, and the residue was recrystallized from boiling n-hexane. 11.2 g (65% of theory) of 4-cyanophenyl α-fluoroacrylate were obtained, melting point 78° to 79° C.

Aufarbeitung

  1. customThe solid formed
  2. filtrationwas filtered off
  3. washwashed with 20 ml of anhydrous methylene dichloride
  4. additionAfter 0.005 g of hydroquinone monomethyl ether had been added
  5. additionthe volatile constituents in the mixture of filtrate
  6. washwash solution
  7. customwere removed by distillation
  8. customthe residue was recrystallized

Quellen und Nachweise

ORD-Eintrag
ord-48cedf718b7546a68e7ab87cdf1effe4
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05266668

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