Acetic Acid → 3-Phenoxybenzaldehyde

HRID 1680316Notes

Reaction equation

HRID 1680316 reaction equation
[O:1]([C:8]1[CH:9]=[C:10]([CH3:14])[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br-].[Na+].C(O)(=[O:19])C>O.O.O.O.C([O-])(=O)C.[Co+2].C([O-])(=O)C>[O:1]([C:8]1[CH:9]=[C:10]([CH:11]=[CH:12][CH:13]=1)[CH:14]=[O:19])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 176Acetic Acid3×HCID 191653-Phenoxytoluene3×HCID 253881Sodium Bromide

Product 1

HCID 382843-Phenoxybenzaldehyde

Reagents, catalysts & solvents 1

HCID 61372Cobalt(II) acetate tetrahydrateCatalyst

Procedure

Experiments were carried out under such condition that the mixing ratio of m-phenoxytoluene to acetic acid was varied. Using as catalysts 3 mol% of cobalt acetate tetrahydrate and 3 mol% of sodium bromide to m-phenoxytoluene and limiting the total volume of the reaction liquid to 150 ml, the experiments were carried out in the same manner as described in Example 17. The results obtained are shown in Table 21. No substantial intermediate oxidation product was obtained when the amount of acetic acid was zero. When the amount of acetic acid was 0.5 mol per mol of m-phenoxytoluene, m-phenoxybenzaldehyde was obtained at a rate of selection of 20 mol% at a conversion rate of 30%. However, this experiment showed bad reproducibility.

Workup

  1. customthe total volume of the reaction liquid to 150 ml
  2. customThe results obtained

Sources & evidence

ORD record
ord-b466f9d132904ebe98089c334815bf35
Source dataset
uspto-grants-1981_06
Patent number
US04272634

Reaction notes

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