Sodium hydride → HCID 54164249, Verbindung

HRID 1165476

Reaktionsgleichung

Reaktionsgleichung von HRID 1165476
[H-].[Na+].C(OP([CH2:11][C:12]([N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1)=[O:13])(OCC)=O)C.[CH3:20][O:21][C:22]1[CH:23]=[C:24]([CH:36]=[CH:37][C:38]=1[O:39][CH3:40])[C:25]([C:27]1[CH:32]=[CH:31][C:30]([N+:33]([O-:35])=[O:34])=[CH:29][CH:28]=1)=O>O1CCCC1>[CH3:20][O:21][C:22]1[CH:23]=[C:24]([C:25]([C:27]2[CH:32]=[CH:31][C:30]([N+:33]([O-:35])=[O:34])=[CH:29][CH:28]=2)=[CH:11][C:12]([N:14]2[CH2:15][CH2:16][O:17][CH2:18][CH2:19]2)=[O:13])[CH:36]=[CH:37][C:38]=1[O:39][CH3:40]

Komponenten

5

Edukt 3

HCID 24758Sodium hydrideHCID 11207805Phosphonic acid, [2-(4-morpholinyl)-2-oxoethyl]-, diethyl esterHCID 13954267(3,4-Dimethoxyphenyl)(4-nitrophenyl)methanone

Produkt 1

HCID 54164249HCID 54164249, VerbindungAusbeute 624,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

10.3 g of sodium hydride with 20% paraffin oil (0.343 mol) were suspended in 350 ml of tetrahydrofuran while stirring, and 75 g of diethylphosphonoacetic acid morpholide (0.0283 mol) were added dropwise to the suspension over a period of 20 minutes while cooling with ice (internal temperature 25° C.). The mixture was allowed to react for an hour during which a clear solution was formed. 70 g (0.244 mol) of 3,4-dimethoxy-4'-nitrobenzophenone were added to this solution all at once, and the mixture was refluxed for 2 hour while stirring. The solution was then evaporated in vacuo in a rotary evaporator at 60° C., and the residue was dissolved in methylene chloride/water. The organic phase was washed with water, dried over sodium sulfate and evaporated in vacuo at 60° C. The residue was triturated with 300 ml of hot methanol. 70.4 g of the title compound were obtained in the form of a faintly beige powder (73% of theory), m.p. 149°-163° C.

Aufarbeitung

  1. customto react for an hour during which a clear solution
  2. customwas formed
  3. temperaturewas refluxed for 2 hour
  4. stirringwhile stirring
  5. customThe solution was then evaporated in vacuo in a rotary evaporator at 60° C.
  6. dissolutionthe residue was dissolved in methylene chloride/water
  7. washThe organic phase was washed with water
  8. dry with materialdried over sodium sulfate
  9. customevaporated in vacuo at 60° C
  10. customThe residue was triturated with 300 ml of hot methanol

Quellen und Nachweise

ORD-Eintrag
ord-fe8546b3839e4e0cb86c63b4eb23a4e9
Quelldatensatz
uspto-grants-1990_03
Patentnummer
US04910200

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