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Phosphorus oxide (P4O10) → Ethyl 4-(m-benzoylphenyl)-3-butenoate

HRID 1731177
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1731177
O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[C:15]([C:23]1[CH:24]=[C:25]([CH2:29][CH:30](O)[CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH:26]=[CH:27][CH:28]=1)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C1(C)C(C)=CC=CC=1>[C:15]([C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH:26]=[CH:27][CH:28]=1)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 14812Phosphorus oxide (P4O10)HCID 21495623Ethyl 4-(m-benzoyl-phenyl)-3-hydroxybutyrate

Produkt 1

HCID 53820247Ethyl 4-(m-benzoylphenyl)-3-butenoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel

Versuchsvorschrift

315 mg of phosphoric anhydride were added to a solution of 1.12 g of ethyl 4-(m-benzoyl-phenyl)-3-hydroxybutyrate in 20 ml of xylene and the mixture was refluxed for 2 hours and then cooled to room temperature. The organic phase was washed with water, then with an aqueous saturated sodium bicarbonate solution and then water, dried over sodium sulfate, treated with activated carbon, filtered and evaporated to dryness under reduced pressure. The residue was chromatographed over silica gel and was eluted with methylene chloride which was evaporated to dryness to obtain ethyl 4-(m-benzoylphenyl)-3-butenoate whose ultraviolet spectrum was in accord with the structure.

Aufarbeitung

  1. temperaturethe mixture was refluxed for 2 hours
  2. washThe organic phase was washed with water
  3. dry with materialwith an aqueous saturated sodium bicarbonate solution and then water, dried over sodium sulfate
  4. additiontreated with activated carbon
  5. filtrationfiltered
  6. customevaporated to dryness under reduced pressure
  7. customThe residue was chromatographed over silica gel
  8. washwas eluted with methylene chloride which
  9. customwas evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-291fe3ed4d4c4907883c4b2e0bd39110
Quelldatensatz
uspto-grants-1976_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US03995056

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