Acetic Anhydride → 2,3-Dichloro-4-(2-phenylacryloyl)anisole

HRID 1156197Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1156197
[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([C:9](=[O:17])[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:5]=[CH:4][C:3]=1[O:18][CH3:19].[C:20](OC(=O)C)(=O)C>>[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([C:9](=[O:17])[C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH2:20])[CH:5]=[CH:4][C:3]=1[O:18][CH3:19]

Komponenten

3

Edukt 2

HCID 7918Acetic AnhydrideHCID 111301952,3-Dichloro-4-phenylacetylanisole

Produkt 1

HCID 109248102,3-Dichloro-4-(2-phenylacryloyl)anisoleAusbeute 94 %

Versuchsvorschrift

Acetic anhydride (150 ml.) is added dropwise to a suspension of 2,3-dichloro-4-phenylacetylanisole (8.95 g., 30.3 mmol) in 15.3 ml. of N,N,N'N'-tetramethylenediaminomethane under an atmosphere of argon with icebath cooling. The reaction mixture stirred at 25° for 2 hrs. and poured into ice-water affords 11.9 g. of beige solid. An ethereal solution of the solid is washed with hydrochloric acid, water and then dried over magnesium sulfate. Removal of the solvent under reduced pressure provides 8.77 g. (94% yield) of 2,3-dichloro-4-(2-phenylacryloyl)anisole, m.p. 83.5°-86°.

Aufarbeitung

  1. customaffords 11.9 g
  2. washAn ethereal solution of the solid is washed with hydrochloric acid, water
  3. dry with materialdried over magnesium sulfate
  4. customRemoval of the solvent under reduced pressure
  5. customprovides 8.77 g

Quellen und Nachweise

ORD-Eintrag
ord-07edd047e7f9456287c19ee4838d8d9b
Quelldatensatz
uspto-grants-1982_06
Patentnummer
US04334088

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