Pyridine → Glycidyl benzoate

HRID 1995683Notes

Reaction equation

HRID 1995683 reaction equation
[CH2:1]1[O:3][CH:2]1[CH2:4][OH:5].N1C=CC=CC=1.[C:12](Cl)(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>CCOCC>[C:12]([O:5][CH2:4][CH:2]1[O:3][CH2:1]1)(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 11164Glycidol

Product 1

HCID 25998Glycidyl benzoateYield 60%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture containing 14.8 g (0.2 mole) of glycidol, 150 ml of anhydrous ether, 16 g (0.4 mole) of pyridine and 28 g (0.2 mole) of benzoyl chloride was stirred at room temperature for 2 hours. The mixture was filtered and the ether was evaporated to leave an oil. This oil was distilled to give 21 g (60%) of colorless oil: b.p. 92° C./0.5 mm Hg. The NMR and IR spectra were consistent with the assigned structure.

Workup

  1. filtrationThe mixture was filtered
  2. customthe ether was evaporated
  3. customto leave an oil
  4. distillationThis oil was distilled

Sources & evidence

ORD record
ord-44b9a42f25224e30bd930aa7b26899f6
Source dataset
uspto-grants-1983_09
Patent number
US04405642

Reaction notes

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