Ethyl Heptanoate → Dimethyl (2-oxooctyl)phosphonate

HRID 66242Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 66242
[CH3:1][P:2](=[O:7])([O:5][CH3:6])[O:3][CH3:4].O1CCCC1.[C:13](OCC)(=[O:20])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]>C(O)(=O)C>[O:20]=[C:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH2:1][P:2](=[O:7])([O:5][CH3:6])[O:3][CH3:4]

Komponenten

5

Edukt 3

HCID 7797Ethyl HeptanoateHCID 8028Tetrahydrofuran2×HCID 12958Dimethyl methylphosphonate

Produkt 1

HCID 13390134Dimethyl (2-oxooctyl)phosphonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

n-Butyllithiium (130 ml. of 1.6 M. solution) is slowly added to a solution of dimethyl methylphosphonate (25.6 g.) in 475 ml. of tetrahydrofuran (THF) at about -65° C. To the mixture is added a solution of ethyl heptanoate (18.4 g.) in 50 ml. of THF, annd the resulting mixture is stirred at about -70° C. for 2 hrs. Then, 16 ml. of acetic acid is added, and the mixture is concentrated under reduced pressure. The residue is mixed with dichloromethane (about 400 ml.) and water (about 50 ml.) shaken, and separated. The organic phase is dried over magnesium sulfate and concentrated. Distillation yields the title compound.

Aufarbeitung

  1. customat about -65° C
  2. concentrationthe mixture is concentrated under reduced pressure
  3. additionThe residue is mixed with dichloromethane (about 400 ml.) and water (about 50 ml.)
  4. customseparated
  5. dry with materialThe organic phase is dried over magnesium sulfate
  6. concentrationconcentrated
  7. distillationDistillation

Quellen und Nachweise

ORD-Eintrag
ord-c2faf03a3fe7473386599f958ca774fd
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04130721

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