Benzoyl chloride → 2-Benzoyloxymethyl-3,4-dihydro-2H-pyran

HRID 905081

Reaktionsgleichung

Reaktionsgleichung von HRID 905081
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:10][CH2:11][CH:12]1[CH2:17][CH2:16][CH:15]=[CH:14][O:13]1.C(=O)(O)[O-].[Na+]>N1C=CC=CC=1>[C:1]([O:10][CH2:11][CH:12]1[CH2:17][CH2:16][CH:15]=[CH:14][O:13]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 7412Benzoyl chlorideHCID 955593,4-dihydro-2H-pyran-2-methanolHCID 516892Sodium Bicarbonate

Produkt 1

HCID 130712852-Benzoyloxymethyl-3,4-dihydro-2H-pyran

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

9.77 g of benzoyl chloride were slowly added dropwise to a solution of 7.20 g of 2-hydroxymethyl-3,4-dihydro-2H-pyran in 14 ml of dry pyridine, whilst cooling the solution on an ice-water bath. When the addition was complete, the mixture was stirred at room temperature for 2 hours and then poured into an aqueous solution of sodium bicarbonate. The mixture was extracted with diethyl ether and the ethereal extract was washed with aqueous sodium chloride and dried over anhydrous sodium sulphate. The solvent was then evaporated off under reduced pressure and the residue was purified by distillation under reduced pressure, to give the title compound boiling at 112°-113° C./10 mmHG.

Aufarbeitung

  1. temperaturewhilst cooling the solution on an ice-water bath
  2. additionWhen the addition
  3. extractionThe mixture was extracted with diethyl ether
  4. extractionthe ethereal extract
  5. washwas washed with aqueous sodium chloride
  6. dry with materialdried over anhydrous sodium sulphate
  7. customThe solvent was then evaporated off under reduced pressure
  8. distillationthe residue was purified by distillation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-35e7b3a39d884ba99caa4cf181c8378a
Quelldatensatz
uspto-grants-1983_12
Patentnummer
US04421758

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