Thionyl Chloride → 2,4-Pentadienoyl chloride, 5-phenyl-

HRID 1279676

Reaktionsgleichung

Reaktionsgleichung von HRID 1279676
[CH:1](=[CH:10][C:11]([OH:13])=O)[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.S(Cl)([Cl:16])=O>CCCCCC>[CH:1](=[CH:10][C:11]([Cl:16])=[O:13])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 737775-Phenyl-2,4-pentadienoic acid

Produkt 1

HCID 30848092,4-Pentadienoyl chloride, 5-phenyl-Ausbeute 77,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8058HexaneLösungsmittel

Versuchsvorschrift

Preparation of C6H5—CH═CH—CH═CH—CO2PEG-OCH2CH(OC2H5)2: A solution of cinnamylideneacetic acid (1.7 g, 0.01 moles) and thionyl chloride (3 ml, 0.04 moles) in 50 ml of hexane were refluxed under N2 for 4 h, then filtered to remove a small amount of dark solid and the filtrate evaporated under vacuum. The residue was dried under vacuum overnight at room temperature to obtain 1.5 g of cinnamylideneacetyl chloride as a yellow solid, m.p. 51-52° C.)

Aufarbeitung

  1. customPreparation of C6H5—CH═CH—CH═CH—CO2PEG-OCH2CH(OC2H5)2
  2. filtrationfiltered
  3. customto remove a small amount of dark solid
  4. customthe filtrate evaporated under vacuum
  5. customThe residue was dried under vacuum overnight at room temperature

Quellen und Nachweise

ORD-Eintrag
ord-e9eb2f44eade41bca07f4eec3a20dde3
Quelldatensatz
uspto-grants-2002_09
Patentnummer
US06448369B1

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