Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | O-Cresol | HCID 335 | — |
| Reactant | Phosphoric Acid | HCID 1004 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 1,3-Adamantanediol | HCID 573829 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 12081207 | HCID 12081207 | 80% |
Reaction Steps
In a flask having an inside volume of 100 mL, 8.4 g (50 mmol) of 1,3-adamantanediol, 37 g (400 mmol) of o-cresol and 3.8 g (20 mmol) of p-toluenesulfonic acid monohydrate were charged and heated to 90° C. with stirring. The mixture was heated with stirring for 10 hours until the chromatographic peak of 1,3-adamantanediol disappeared. After completion of the reaction, the reaction mixture was added with 40 mL of toluene and 0.1 g of 85% by mass phosphoric acid and, thereafter, neutralized with a 10% by mass aqueous sodium hydroxide solution. The organic layer was then washed twice with water and cooled so that crystals were precipitated. The crystals were collected by filtration, rinsed with toluene and dried to obtain 14 g (yield: 80%) of BPM13 as white solids.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07960483B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-8764061a60354b76acd0fdb06e3a8575 |
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| Source note | uspto-grants-2011_06 |
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