1,3-Butadiene → 1,1,5-Trichloro-pent-3-ene-1-phosphonic dichloride

HRID 1438900

Reaktionsgleichung

Reaktionsgleichung von HRID 1438900
[Cl:1][C:2]([Cl:8])(Cl)[P:3]([Cl:6])([Cl:5])=[O:4].[CH2:9]=[CH:10][CH:11]=[CH2:12].[Cl-:13].C([NH+](CC)CC)C>C(Cl)Cl>[Cl:1][C:2]([Cl:8])([P:3]([Cl:6])([Cl:5])=[O:4])[CH2:9][CH:10]=[CH:11][CH2:12][Cl:13]

Komponenten

5

Edukt 3

HCID 78451,3-ButadieneHCID 277422(Trichloromethyl)phosphonic dichlorideHCID 12698378Triethylazanium chloride

Produkt 1

HCID 541714891,1,5-Trichloro-pent-3-ene-1-phosphonic dichloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

11.8 g (0.05 mole) trichloromethane phosphonic dichloride was dissolved in 10 ml dry methylene chloride, cooled, and a cold solution of 4 g butadiene in 10 ml methylene chloride, which also contained 134 mg (1 mmole) anhydrous cupric chloride and 206 mg (1.5 mmole) triethylammonium chloride, was added. The resulting homogeneous solution was heated in the absence of air, in a sealed ampoule, at 100° for 8 hours. After cooling, the reaction product was freed from solvent, and fractionated through a short Vigreux column. 9.6 g pure 1:1 adduct, 1,1,5-trichloro-pent-3-ene-1-phosphonic dichloride was obtained, bp/0.05: 92° -93°. Found: Cl: 61.3%, Calc. for C5H6Cl5OP: 61.0%.

Aufarbeitung

  1. temperaturecooled
  2. temperatureThe resulting homogeneous solution was heated in the absence of air
  3. temperatureAfter cooling

Quellen und Nachweise

ORD-Eintrag
ord-e853973cd3c74b0e94fcf182e4c51b54
Quelldatensatz
uspto-grants-1977_11
Patentnummer
US04057578

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