Sodium hydride → 1,1-Bis(diisopropoxyphosphinoyl)-3-triphenylmethoxypropane

HRID 1737290

Reaktionsgleichung

Reaktionsgleichung von HRID 1737290
[H-].[Na+].Br[CH2:4][CH2:5][O:6][C:7]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH2:26]([P:37](=[O:46])([O:42][CH:43]([CH3:45])[CH3:44])[O:38][CH:39]([CH3:41])[CH3:40])[P:27](=[O:36])([O:32][CH:33]([CH3:35])[CH3:34])[O:28][CH:29]([CH3:31])[CH3:30].[Cl-].[NH4+]>C1(C)C=CC=CC=1.C(OCC)(=O)C>[CH:39]([O:38][P:37]([O:42][CH:43]([CH3:45])[CH3:44])([CH:26]([P:27]([O:32][CH:33]([CH3:35])[CH3:34])([O:28][CH:29]([CH3:30])[CH3:31])=[O:36])[CH2:4][CH2:5][O:6][C:7]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:46])([CH3:41])[CH3:40]

Komponenten

7

Edukt 4

HCID 24758Sodium hydride2×HCID 25517Ammonium ChlorideHCID 74266Tetraisopropyl methylenediphosphonateHCID 10959531HCID 10959531, Verbindung

Produkt 1

HCID 218419981,1-Bis(diisopropoxyphosphinoyl)-3-triphenylmethoxypropaneAusbeute 77,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittel2×HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

Under a nitrogen atmosphere, 60% sodium hydride (200 mg), 1-bromo-2-triphenylmethoxyethane (1.84 g) and tetraisopropyl methylenebisphosphonate (1.72 g) were suspended in toluene (5 ml), and the resulting suspension was stirred at 120° C. for 7 hours. The reaction mixture was diluted with toluene, and then a saturated aqueous ammonium chloride solution was added thereto to decompose the excess sodium hydride. Then, ethyl acetate was added thereto to effect separation, and the organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by a silica gel column chromatography (chloroform:acetone) to obtain 1,1-bis(diisopropoxyphosphinoyl)-3-triphenylmethoxypropane (2.44 g, yield 77%).

Aufarbeitung

  1. customseparation
  2. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by a silica gel column chromatography (chloroform:acetone)

Quellen und Nachweise

ORD-Eintrag
ord-3d253bd6539e4ec89bb0faf99b9f6fb4
Quelldatensatz
uspto-grants-1999_10
Patentnummer
US05962438

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