Pyridine → Glycidyl benzoate

HRID 364254

Reaction equation

HRID 364254 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-c63f62e849684cd993425acaf0a156f2
Source dataset
uspto-grants-1986_08
Patent number
US04604481

Linked notes

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