Sodium Hydroxide → 1-Oxo-2-ethoxy-2-(2-ethylphosphonoethyl)-1,2-diphenylethane

HRID 1110999

Reaktionsgleichung

Reaktionsgleichung von HRID 1110999
[O:1]=[C:2]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:3]([O:20][CH2:21][CH3:22])([CH2:10][CH2:11][P:12]([O:17]CC)([O:14][CH2:15][CH3:16])=[O:13])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(OC(C1C=CC=CC=1)C(=O)C1C=CC=CC=1)C.CCOP(OC=C)(OCC)=O.[OH-].[Na+]>C(O)C>[O:1]=[C:2]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:3]([O:20][CH2:21][CH3:22])([CH2:10][CH2:11][P:12]([OH:17])([O:14][CH2:15][CH3:16])=[O:13])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Komponenten

6

Edukt 4

HCID 14798Sodium HydroxideHCID 101778Benzoin ethyl etherHCID 573017Diethyl vinyl phosphateHCID 539682701-Oxo-2-ethoxy-2-(2-diethylphosphonoethyl)-1,2-diphenylethane

Produkt 1

HCID 539050581-Oxo-2-ethoxy-2-(2-ethylphosphonoethyl)-1,2-diphenylethane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

1-Oxo-2-ethoxy-2-(2-diethylphosphonoethyl)-1,2-diphenylethane (25 g, prepared from benzoin ethyl ether and diethyl vinyl phosphonate as described in Example 3 of U.S. Pat. No. 4,082,821) is dissolved in ethanol (200 ml). Sodium hydroxide (20 g) is added to the solution and the mixture is heated under reflux for 3 hours. The ethanol is removed by rotary evaporation, water is added, and the mixture is washed with diethyl ether (4×100 ml) to remove unreacted starting material. Concentrated hydrochloric acid is added to the aqueous mixture until the pH is zero. The resulting mixture is washed with ether, water is evaporated and the residue is recrystallised from a mixture of acetone and ether to give 12.5 g of product, a compound of formula XVIII where R1 is ethoxy, R3 and Ar1 are each phenyl, R7 is --CH2CH2 --and R8 is --CH2CH3.

Aufarbeitung

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 3 hours
  3. customThe ethanol is removed by rotary evaporation, water
  4. additionis added
  5. washthe mixture is washed with diethyl ether (4×100 ml)
  6. customto remove unreacted
  7. additionConcentrated hydrochloric acid is added to the aqueous mixture until the pH is zero
  8. washThe resulting mixture is washed with ether, water
  9. customis evaporated
  10. customthe residue is recrystallised from a mixture of acetone and ether

Quellen und Nachweise

ORD-Eintrag
ord-7d063b9c00e84efc959a42442b6a0993
Quelldatensatz
uspto-grants-1990_12
Patentnummer
US04977293

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