Benzyl Alcohol → HCID 11287208, Verbindung

HRID 233078

Reaktionsgleichung

Reaktionsgleichung von HRID 233078
[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[C:6](Cl)=[O:7].[CH2:9]([OH:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.N1C=CC=CC=1>CCOCC>[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[C:6]([O:16][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7]

Komponenten

5

Edukt 3

HCID 244Benzyl AlcoholHCID 1049PyridineHCID 551254Tetrahydro-2-furancarbonyl chloride

Produkt 1

HCID 11287208HCID 11287208, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Tetrahydrofuroyl chloride (15.0 g, 112 mmol) was added dropwise to a cold solution of benzyl alcohol (10.9 g, 101 mmol) and pyridine (20.0 g, 253 mmol) in Et2O (200 mL). The solution was stirred at 0° for 40 minutes, then filtered to remove the side product pyridine hydrochloride. The filtrate was washed with 0.1M HCl (50 mL), saturated aqueous NaHCO3 (50 mL), and brine (50 mL), and then dried over MgSO4. Filtration and evaporation of the solvent gave a yellow oil, which was distilled. Benzyl tetrahydrofuroate was obtained as a colorless oil (21.1 g), b.p. 118° to 120° at 0.5 mm Hg.

Aufarbeitung

  1. filtrationfiltered
  2. customto remove the side product pyridine hydrochloride
  3. washThe filtrate was washed with 0.1M HCl (50 mL), saturated aqueous NaHCO3 (50 mL), and brine (50 mL)
  4. dry with materialdried over MgSO4
  5. filtrationFiltration and evaporation of the solvent
  6. customgave a yellow oil, which
  7. distillationwas distilled

Quellen und Nachweise

ORD-Eintrag
ord-4d9fe164f77e42d2b03cb5c0f4ea08e2
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05591846

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