Pyridine → Cyclooctyl methyl carbonate

HRID 258586

Reaktionsgleichung

Reaktionsgleichung von HRID 258586
Cl[C:2]([O:4][CH3:5])=[O:3].[CH:6]1([OH:14])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.N1C=CC=CC=1.Cl.N1C=CC=CC=1>C1C=CC=CC=1>[C:2](=[O:3])([O:14][CH:6]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)[O:4][CH3:5]

Komponenten

6

Edukt 4

HCID 1049PyridineHCID 6586Methyl chloroformate2×HCID 12766CyclooctanolHCID 10176127Pyridinium chloride

Produkt 1

HCID 109116Cyclooctyl methyl carbonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel2×

Versuchsvorschrift

18.9 gm of methyl chloroformate were added drop-by-drop under agitation to a solution of 25.6 gm of cyclooctanol and 15.8 gm of absolute pyridine in 150 ml of dry benzene under external cooling at 0° to 5° C. After the methyl chloroformate had been added, agitation was continued for 12 hours at room temperature. Then, the benzene phase was drawn off from the precipitated pyridine hydrochloride, and washed with diluted hydrochloric acid, sodium hydroxide solution and water, and dried. After the solvent had been distilled off, the raw ester was distilled in vacuo by means of a Vigreux column. A colorless liquid was obtained which had a herbal, very natural and complex fragrance which is distinguished by a strong and long-clinging flowery jasmine scent.

Aufarbeitung

  1. temperatureunder external cooling at 0° to 5° C
  2. washwashed with diluted hydrochloric acid, sodium hydroxide solution and water
  3. customdried
  4. distillationAfter the solvent had been distilled off
  5. distillationthe raw ester was distilled in vacuo by means of a Vigreux column
  6. customA colorless liquid was obtained which

Quellen und Nachweise

ORD-Eintrag
ord-71b68d19900b4363a424a4aa96159639
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04033993

Verknüpfte Notizen

Wird geladen…