Pyridine → 1,1,1-Trichloro-2-acetoxy-4-methyl-3-pentene

HRID 2397516Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2397516
[Cl:1][C:2]([Cl:10])([Cl:9])[CH:3]([OH:8])[CH:4]=[C:5]([CH3:7])[CH3:6].[C:11](OC(=O)C)(=[O:13])[CH3:12].N1C=CC=CC=1>CCCCCC>[Cl:1][C:2]([Cl:10])([Cl:9])[CH:3]([O:8][C:11](=[O:13])[CH3:12])[CH:4]=[C:5]([CH3:7])[CH3:6]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 30144241,1,1-Trichloro-4-methylpent-3-en-2-ol

Produkt 1

HCID 127427841,1,1-Trichloro-2-acetoxy-4-methyl-3-penteneAusbeute 81,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8058HexaneLösungsmittel

Versuchsvorschrift

A mixture of 53 g of 1,1,1-trichloro-2-hydroxy-4-methyl-3-pentene, 28 g of acetic anhydride, and 1.23 ml of pyridine was heated at 95°-100° for one hour. The reaction mixture was then dissolved in 500 ml of hexane. This solution was washed thrice with 150 ml portions of water and dried over anhydrous magnesium sulfate. After stripping the hexane, the residue was distilled under reduced pressure, yielding 52 g of 1,1,1-trichloro-2-acetoxy-4-methyl-3-pentene; bp 85°-90°/4-4.3 mm. An nmr spectrum of this product was consistent with the assigned structure.

Aufarbeitung

  1. temperaturewas heated at 95°-100° for one hour
  2. washThis solution was washed thrice with 150 ml portions of water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe residue was distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f3fb37cae190481695885369a90f55e4
Quelldatensatz
uspto-grants-1977_05
Patentnummer
US04022672

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