Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | p-Acetylphenyl acetate | HCID 83063 | — |
| Catalyst | Titanium | HCID 23963 | — |
| Product | Benzoic acid, 4-(acetyloxy)- | HCID 16865 | — |
Reaction Conditions
| Temperature | 300 fahrenheit |
|---|
Reaction Steps
One hundred and sixty-six (166) g (0.933 mole) of p-acetoxyacetophenone, 100 g (0.98 mole) of acetic anhydride, 250 g (4.17 moles) of acetic acid, 3.5 g (0.0014 mole) of Co(OAc)2.4H2O, 3.5 g (0.0014 mole) of Mn(OAc)2.4H2O, and 4.7 g (0.0028 mole) of 48% HBr were combined in a two-liter titanium-clad autoclave. The reaction mixture was heated to 300° F. and pressurized to 300 psi. Air was introduced at a rate of 0.75 scf/min. During the run, a solution of 54 g (0.53 mole) of acetic anhydride and 13 g (0.217 mole) of acetic acid was added through a pump. The run time was 25 minutes. Analyses of the total reactor effluent and wash showed: p-acetoxybenzoic acid, 87 mole % yield, p-hydroxybenzoic acid, 1.2 mole % yield, and p-acetoxyacetophenone, 3.5 mole % yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04873361 |
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| Source dataset | uspto-grants-1989_10 |
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| ORD ID | ord-3cebab42f32543268c82c2933d2a9846 |
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| Source note | uspto-grants-1989_10 |
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