Triethyl phosphonoacetate → HCID 86758349, Verbindung

HRID 2229244

Reaktionsgleichung

Reaktionsgleichung von HRID 2229244
[C:1]([C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH3:14])[CH:10]=2)[CH:5]=1)(=O)[CH3:2].[H-].[Na+].C(OP([CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])(OCC)=O)C>C1COCC1>[CH3:14][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[CH:5]=[C:4](/[C:1](/[CH3:2])=[CH:25]/[C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH:13]=[CH:12]2

Komponenten

5

Edukt 3

HCID 13345Triethyl phosphonoacetateHCID 24758Sodium hydrideHCID 5980856'-Methyl-2'-acetonaphthone

Produkt 1

HCID 86758349HCID 86758349, VerbindungAusbeute 46,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

2-Acetyl-6-methylnaphthalene (5.08 g) was added to a cooled (0° C.) mixture of NaH (60% oil dispersion, 2.34 g) in THF (150 ml) and ethyl diethylphosphonoacetate (14.12 g) and the mixture was stirred at room temperature for 14 hours. The reaction was quenched by the addition of water. The organic layer was washed with water and brine, dried and concentrated. Recrystallization of the residue from hexane gave the titled compound (3.25 g) as a colorless solid.

Aufarbeitung

  1. temperaturea cooled
  2. customThe reaction was quenched by the addition of water
  3. washThe organic layer was washed with water and brine
  4. customdried
  5. concentrationconcentrated
  6. customRecrystallization of the residue from hexane

Quellen und Nachweise

ORD-Eintrag
ord-ea51eea4cc4c4c3995ef2fc70dde01a7
Quelldatensatz
uspto-grants-2002_07
Patentnummer
US06420375B1

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