2-Phenylethanol → HCID 69944511, compound

HRID 1368797Notes

Reaction equation

HRID 1368797 reaction equation
[C:1]([O:17]CC)(=[O:16])[CH2:2][C:3]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])([C:5]([O:7]CC)=[O:6])[OH:4].[C:20]1(CCO)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(=O)([O-])[O-].[K+].[K+]>[C:20]1([CH2:15][CH2:14][O:13][C:11](=[O:12])[CH2:10][C:3]([CH2:2][C:1]([OH:17])=[O:16])([C:5]([OH:7])=[O:6])[OH:4])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 60542-PhenylethanolHCID 6506Triethyl Citrate

Product 1

HCID 69944511HCID 69944511, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 11430Potassium CarbonateCatalyst

Procedure

After 300 mg of potassium carbonate were added to 10 g of triethyl citrate and 13.3 g of phenylethyl alcohol, stirring was continued under heating for 6 hours while removing ethanol formed. After the end of the reaction, an ether layer was washed with 50 ml of diethyl ether and with 50 ml of purified water. The ether layer was dried with magnesium sulfide and then concentrated under reduced pressure. Distillation under reduced pressure was further carried out to remove unreacted phenylethyl alcohol and triethyl citrate. As a bottom residue after the distillation, 7.4 g of a citric acid phenylethyl ester derivative were obtained. According to a GC-MS analysis, it was confirmed the production of monophenylethyldiethyl citrate and diphenylethylmonoethyl citrate.

Workup

  1. temperatureunder heating for 6 hours
  2. customwhile removing ethanol
  3. customformed
  4. customAfter the end of the reaction
  5. washan ether layer was washed with 50 ml of diethyl ether and with 50 ml of purified water
  6. dry with materialThe ether layer was dried with magnesium sulfide
  7. concentrationconcentrated under reduced pressure
  8. distillationDistillation under reduced pressure
  9. customto remove unreacted phenylethyl alcohol and triethyl citrate
  10. distillationAs a bottom residue after the distillation

Sources & evidence

ORD record
ord-ec68e5d09552421ca08d9201a34a8ccc
Source dataset
uspto-grants-2003_06
Patent number
US06576247B1

Reaction notes

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