Sulfuric Acid → 2-Acetoxybiphenyl

HRID 652287Notes

Reaction equation

HRID 652287 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.S(=O)(=O)(O)O.[C:19](OC(=O)C)(=[O:21])[CH3:20]>O>[C:19]([O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)(=[O:21])[CH3:20]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 7017(1,1'-Biphenyl)-2-olHCID 7918Acetic Anhydride

Product 1

HCID 2327552-AcetoxybiphenylYield 97%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Acetoxybiphenyl [compound (41)] was obtained by dissolving 59 g of 2-hydroxybiphenyl in 40 ml of acetic anhydride, adding a small amount of concentrated sulfuric acid, heating them under reflux for 20 min, pouring the reaction mixture in water, filtering the formed crystals and recrystallizing the same from methanol to obtain the compound (41) in a yield of 97%. M.P. 63°-64° C.

Workup

  1. temperatureheating them
  2. temperatureunder reflux for 20 min
  3. filtrationfiltering the formed crystals
  4. customrecrystallizing the same from methanol

Sources & evidence

ORD record
ord-a960265bb1d24f0bb6eff649d474ba4c
Source dataset
uspto-grants-1987_06
Patent number
US04670581

Reaction notes

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