2-Isopropylphenol → HCID 54321892, Verbindung

HRID 275232

Reaktionsgleichung

Reaktionsgleichung von HRID 275232
[H-].[Na+].[CH:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[OH:12])([CH3:5])[CH3:4].[P:13]([Cl:17])(Cl)(Cl)=[S:14]>C1(C)C=CC=CC=1>[P:13]([Cl:17])([O:12][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[CH:3]([CH3:5])[CH3:4])([O:12][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[CH:3]([CH3:5])[CH3:4])=[S:14]

Komponenten

5

Edukt 3

HCID 69432-IsopropylphenolHCID 19883Thiophosphoryl chlorideHCID 24758Sodium hydride

Produkt 1

HCID 54321892HCID 54321892, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Sodium hydride (38.0 g of 80% suspension in mineral oil) was added to a stirred solution of 2-isopropylphenol (139.2 g) and thiophosphoryl chloride (84.5 g) in toluene (500 cm3) at such a rate that the reaction temperature did not rise above 65° C. After stirring for a further 0.5 hr at ambient temperature, the solution was extracted twice with water (250 cm3 portions), separated, dried (MgSO4) and concentrated by distillation of solvents under reduced pressure yielding crude bis(2-isopropylphenyl) chlorothiophosphate, a brown oil (164.2 g); 31P NMR in CDCl3, singlet 53.0 ppm downfield of H3PO4). Of this material, 54.0 g were reacted with ammonia by the procedure of Example 9 yielding crude bis(2-isopropylphenyl)thiophosphoramide) (50.0 g; 31PNmr, singlet δ=58.8 ppm).

Aufarbeitung

  1. customdid not rise above 65° C
  2. extractionthe solution was extracted twice with water (250 cm3 portions)
  3. customseparated
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated by distillation of solvents under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9bda1c41ff1141698c0a778d0d368348
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05393431

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