Hydrochloric Acid → HCID 12791430, compound

HRID 892843Notes

Reaction equation

HRID 892843 reaction equation
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH2:15].Cl.N1[CH:22]=[CH:21]C=CC=1>C(OC(=O)C)(=O)C>[C:21]([O:14][C:11]1[CH:10]=[CH:9][C:8]([O:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:13][CH:12]=1)(=[O:15])[CH3:22]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 1049PyridineHCID 132544-Phenoxyphenol

Product 1

HCID 12791430HCID 12791430, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

4-Phenoxyphenol (25.0 g, 134 mmol) is taken up in a mixture of pyridine (51 mL) and acetic anhydride (58 mL) and heated at reflux for 2 hours. The mixture is cooled and poured into 300 mL of water. The solution is made acidic with 2N hydrochloric acid and extracted three times with ether. The organic phase is washed with aqueous sodium bicarbonate solution, dried over magnesium sulfate and evaporated. Purification of the residue by silica-gel flash chromatography (4:1 hexane/ethyl acetate) gives 4-phenoxyphenyl acetate as a colorless solid.

Workup

  1. temperatureheated
  2. temperatureat reflux for 2 hours
  3. temperatureThe mixture is cooled
  4. extractionextracted three times with ether
  5. washThe organic phase is washed with aqueous sodium bicarbonate solution
  6. dry with materialdried over magnesium sulfate
  7. customevaporated
  8. customPurification of the residue by silica-gel flash chromatography (4:1 hexane/ethyl acetate)

Sources & evidence

ORD record
ord-0514de2861d94c55bc08ccbbbadc3460
Source dataset
uspto-grants-1992_06
Patent number
US05120758

Reaction notes

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