Benzyl Alcohol → 3-Butenoic acid, phenylmethyl ester

HRID 703520Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 703520
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH2:20]([OH:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[C:28](O)(=[O:32])[CH2:29][CH:30]=[CH2:31].N(C(OCC)=O)=NC([O-])=O>CCOCC>[C:28]([O:27][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)(=[O:32])[CH2:29][CH:30]=[CH2:31]

Komponenten

6

Edukt 4

HCID 244Benzyl AlcoholHCID 11776TriphenylphosphineHCID 327433-Butenoic acidHCID 86599450N-ethoxycarbonyliminocarbamate

Produkt 1

HCID 110193853-Butenoic acid, phenylmethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

138 g (535 mmol) Triphenylphosphine and 84 ml (812 mmol) benzyl alcohol were added dropwise to 46 g (535 mmol) 3-butenoic acid dissolved in 500 ml ether and 87 ml (535 mmol) ethyl azodicarboxylate and the mixture stirred for 7 hours and allowed to stand overnight. After evaporation of the solvent, the residue was purified by column chromotography (silica gel, hexane/ethyl acetate=95:5) and a sample analysed by thin layer chromatography (hexane:ethyl acetate=1:1) (Rf=0.61).

Aufarbeitung

  1. customAfter evaporation of the solvent
  2. customthe residue was purified by column chromotography (silica gel, hexane/ethyl acetate=95:5)

Quellen und Nachweise

ORD-Eintrag
ord-6c7c23e3bc6448038f06ec920c0cad30
Quelldatensatz
uspto-grants-1991_01
Patentnummer
US04983630

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