Hydrochloric Acid → Phenyl benzoate

HRID 1649049Notes

Reaction equation

HRID 1649049 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:8](Cl)(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.Cl>>[C:8]([O:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 996PhenolHCID 7412Benzoyl chloride

Product 1

HCID 7169Phenyl benzoateYield 88.8%

Conditions

Temperature
30 °C

Procedure

A mixture of 9.4 g (0.1 mole) of phenol, 11.6 g (0.1 mole) of benzoyl chloride and 0.176 g (0.5 millimole) of MoTe2 having a surface area of 1.5 to 2 square meters per cubic centimeter, a mean diameter of 4.1 to 4.8 microns and a particle size distribution of 0.6 to 7.5 microns, was warmed at 30° C. There was a vigorous evolution of HCl. After 1 hour the entire mixture had solidified. It was heated at 60° C. for 2 hours, the solid was broken up, washed with water, dissolved in acetone, filtered from MoTe2, and evaporated to give 17.6 g (89 mole percent) of white crystalline phenyl benzoate, Mp and mixed mp 70° C.

Workup

  1. temperatureIt was heated at 60° C. for 2 hours
  2. washwashed with water
  3. dissolutiondissolved in acetone
  4. filtrationfiltered from MoTe2
  5. customevaporated

Sources & evidence

ORD record
ord-b111b47bad9f47758694a61f5ca18df4
Source dataset
uspto-grants-1983_11
Patent number
US04415483

Reaction notes

Loading…