Benzene → 1,2-Bis(o-anisylphenylphosphino) ethane

HRID 613958

Reaktionsgleichung

Reaktionsgleichung von HRID 613958
[CH2:1]([P:10]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)([CH2:12][CH2:13][P:14]([CH2:22][C:23]1[C:24]([O:29][CH3:30])=[CH:25][CH:26]=[CH:27][CH:28]=1)([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=O)=O)[C:2]1[C:3]([O:8][CH3:9])=[CH:4][CH:5]=[CH:6][CH:7]=1.Cl[SiH](Cl)Cl.C(N(CC)CC)C.C1C=CC=CC=1>CO.C(#N)C>[CH2:1]([P:10]([C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)[CH2:12][CH2:13][P:14]([CH2:22][C:23]1[C:24]([O:29][CH3:30])=[CH:25][CH:26]=[CH:27][CH:28]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:2]1[C:3]([O:8][CH3:9])=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

7

Edukt 4

HCID 241BenzeneHCID 8471TriethylamineHCID 24811TrichlorosilaneHCID 867345011,2-Bis(o-anisylphenylphosphinyl) ethane2×

Produkt 1

HCID 150615581,2-Bis(o-anisylphenylphosphino) ethane

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Reduction of 1,2-bis(o-anisylphenylphosphinyl) ethane was accomplished by refluxing 16.5 g. (0.12 mole) trichlorosilane and 12.2 g. (0.12 mole) triethylamine in 188 ml. of dry benzene for one hour. Then 3.0 g. (0.012 mole) of 1,2-bis(o-anisylphenylphosphinyl) ethane in 75 ml. of dry acetonitrile was added and the mixture refluxed 1.5 hours. Quenching in 30% sodium hydroxide solution followed by separating and evaporating the organic layer gave 1.4 g. of crude crystals which were insoluble in cold methanol. Further crystallization from hot methanol gave 1,2-bis(o-anisylphenylphosphino) ethane, m.p. 102°-104° C., [α]D20 - 83.4° (C = 0.5 in CHCl3). The mass spectra gave a very strong parent peak at 458 and the nmr confirmed the structure.

Aufarbeitung

  1. temperatureby refluxing 16.5 g
  2. temperaturethe mixture refluxed 1.5 hours
  3. customQuenching in 30% sodium hydroxide solution
  4. customby separating
  5. customevaporating the organic layer
  6. customgave 1.4 g
  7. customFurther crystallization from hot methanol

Quellen und Nachweise

ORD-Eintrag
ord-57e71f35f7214d6da13abd879da00e45
Quelldatensatz
uspto-grants-1979_03
Patentnummer
US04142992

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