Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 3-(3-tert-Butyl-4-hydroxyphenyl)propanoic acid | HCID 5463779 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 19979676 | HCID 19979676 | 90.1% |
Reaction Steps
A mixture of 55 g of 3-(3-tert-butyl-4-hydroxyphenyl)-propionic acid, 35 g of phenol, 7 g of dimethylformamide, 19.1 g of phosphorus oxychloride and 250 ml of toluene was stirred at 70° C. for 6 hours. The mixture was cooled to room temperature, and 800 ml of toluene was added thereto. The mixture was washed with water and an aqueous solution of sodium hydroxide, followed by washing with water. The mixture was concentrated, and the residue was purified by silica gel column chromatography to give 66.5 g of phenyl 3-(3-tert-butyl-4-hydroxyphenyl)propionate as a white crystal, m.p. 106°-109° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05077424 |
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| Source dataset | uspto-grants-1991_12 |
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| ORD ID | ord-319b8e45869d424aae9fc361fef4f873 |
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| Source note | uspto-grants-1991_12 |
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