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Formaldehyde → HCID 11776435, Verbindung

HRID 1109410
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1109410
[Cl-].[Li+].C(OP([CH:11]([CH2:17][C:18]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]=[CH:20][CH:19]=1)[C:12]([O:14][CH2:15][CH3:16])=[O:13])(OCC)=O)C.[CH2:28]1CCN2C(=NCCC2)CC1.C=O>C1COCC1>[C:18]1([CH2:17][C:11](=[CH2:28])[C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]=[CH:20][CH:19]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 712FormaldehydeHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 270093Ethyl 2-(diethoxyphosphoryl)-3-(naphthalen-1-yl)propanoateHCID 433294Lithium Chloride

Produkt 1

HCID 11776435HCID 11776435, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028
Tetrahydrofuran
Lösungsmittel
3×

Versuchsvorschrift

1.92 g of lithium chloride was sun-pended in 50 ml of dry THF, and 15 g of ethyl 2-diethylphosphono-3-(1-naphthyl)propionate was dropwise added thereto. Then, 16 ml of a 50% dry THF solution of DBU was dropwise added thereto, and 2.01 g of paraformaldehyde suspended in dry THF was added thereto. The mixture was stirred at room temperature for 3 hours, and the insolubles were removed by filtration and washed with a small amount of diethyl ether. The washing solution and and the filtrate were put together, and the solvent was distilled off. The resulting syrup was dissolved in 180+ml of diethyl ether. The diethyl ether layer was washed sequentially with a 10% citric acid aqueous solution, with water and with a saturated sodium chloride aqueous solution and dried over anhydride sodium sulfate. The solvent was distilled off, and the syrup thereby obtained was purified by silica gel column chromatography (n-hexane/diethyl ether=20/1) to obtain 6.48 g of ethyl 2-(1-naphthyl)methyl-2-propenoate as colorless oily substance.

Aufarbeitung

  1. additionwas added
  2. customthe insolubles were removed by filtration
  3. washwashed with a small amount of diethyl ether
  4. distillationthe solvent was distilled off
  5. dissolutionThe resulting syrup was dissolved in 180+ml of diethyl ether
  6. washThe diethyl ether layer was washed sequentially with a 10% citric acid aqueous solution, with water and with a saturated sodium chloride aqueous solution
  7. dry with materialdried over anhydride sodium sulfate
  8. distillationThe solvent was distilled off
  9. customthe syrup thereby obtained
  10. customwas purified by silica gel column chromatography (n-hexane/diethyl ether=20/1)

Quellen und Nachweise

ORD-Eintrag
ord-70cb32d7b55f4a86bb4ecd61e9bb325e
Quelldatensatz
uspto-grants-1994_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05319082

Notizen zur Reaktion

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