P-Cresol → 4-Methylphenyl acetate

HRID 1904989Notes

Reaction equation

HRID 1904989 reaction equation
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[C:3]([CH3:8])[CH:2]=1.[C:9](OC(=O)C)(=[O:11])[CH3:10]>N1C=CC=CC=1>[C:9]([O:7][C:6]1[CH:5]=[CH:4][C:3]([CH3:8])=[CH:2][CH:1]=1)(=[O:11])[CH3:10]

Participants

4

Reactant 2

HCID 2879P-CresolHCID 7918Acetic Anhydride

Product 1

HCID 87974-Methylphenyl acetateYield 90.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Into a reaction flask equipped with a stirrer and thermometer was charged 216 grams (2.0 moles) of p-cresol, 225 grams (2.2 moles) of acetic anhydride and 500 milliliters of pyridine and the resulting reaction mixture was then heated to a temperature of 50° C.-55° C. After completion of the reaction, work-up and distillation at reduced pressure, 272 grams of p-methylphenyl acetate was obtained (91 percent of theoretical). The nuclear magnetic resonance (NMR) spectrum was consistent with the chemical structure.

Workup

  1. customInto a reaction flask equipped with a stirrer
  2. customthe resulting reaction mixture
  3. temperaturewas then heated to a temperature of 50° C.-55° C
  4. customAfter completion of the reaction
  5. distillationdistillation at reduced pressure

Sources & evidence

ORD record
ord-924e4a07b2d5411db7bafa56e3428504
Source dataset
uspto-grants-1989_06
Patent number
US04841009

Reaction notes

Loading…