Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | 2-Chlorotoluene | HCID 7238 | — |
| Reactant | 4-Chlorotoluene | HCID 7810 | — |
| Reactant | Chlorine | HCID 24526 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Phenylacetic Acid | HCID 999 | 96.3% |
Reaction Steps
In accordance with the process of Example 1, 12.7 g of chlorotoluene (a mixture of 67.03% of o-chlorotoluene and 32.97% of p-chlorotoluene) produced by reacting toluene with chlorine in carbon tetrachloride was mixed with 5.4 g of sodium dispersed in 50 ml of 1.4-dioxane. The reaction mixture was heated at 100° C for 3 hours to rearrange the product. The reaction mixture was cooled to 25° C to 28° C and carbon dioxide gas was introduced into the reaction mixture to effect carboxylation with the rearranged product. After the reaction, the post-treatment was carried out in accordance with the process of Example 1 whereby 13.1 g of phenylacetic acid (yield 96.3%) were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04084061 |
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| Source dataset | uspto-grants-1978_04 |
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| ORD ID | ord-d5827d1e89d04394bafe22ab646b2b07 |
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| Source note | uspto-grants-1978_04 |
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