Pyridine → HCID 86742986, Verbindung

HRID 1761754Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1761754
[OH:1][CH2:2]/[CH:3]=[C:4](/[CH3:17])\[CH2:5][CH2:6]/[CH:7]=[C:8](\[CH3:16])/[CH2:9][CH2:10][C:11](=[O:15])[C:12]([CH3:14])=[CH2:13].N1C=CC=CC=1.[C:24](OC(=O)C)(=[O:26])[CH3:25]>C(Cl)Cl>[C:24]([O:1][CH2:2]/[CH:3]=[C:4](/[CH3:17])\[CH2:5][CH2:6]/[CH:7]=[C:8](\[CH3:16])/[CH2:9][CH2:10][C:11](=[O:15])[C:12]([CH3:14])=[CH2:13])(=[O:26])[CH3:25]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 86742985HCID 86742985, Verbindung

Produkt 1

HCID 86742986HCID 86742986, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 0.5 g (0.0021 mol) of (6E,10Z)-12-hydroxy-2,6,10-trimethyl-1,6,10-dodecatrien-3-one dissolved in 5 ml of methylene chloride and 1.3 ml of pyridine is treated with 1 ml of acetic anhydride. The solution is stirred at room temperature for 18 hours under argon. After removing the solvent the residue is taken up three times in toluene and freed from the solvent on a rotary evaporator. The residue is chromatographed on silica gel with ether-hexane 1:5. There is obtained (2Z,6E)-3,7,11-trimethyl-10-oxo-2,6,11-dodecatrienyl acetate which has the following bands in the IR spectrum: 1735 cm-1, 1677 cm-1, 1630 cm-1, 1448 cm-1, 1368 cm-1, 950 cm-1.

Aufarbeitung

  1. customAfter removing the solvent the residue
  2. customfreed from the solvent on a rotary evaporator
  3. customThe residue is chromatographed on silica gel with ether-hexane 1:5

Quellen und Nachweise

ORD-Eintrag
ord-28b5c8f07fc34bda9699c6cc492a5bca
Quelldatensatz
uspto-grants-1989_05
Patentnummer
US04827004

Notizen zur Reaktion

Wird geladen…