Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Resorcinol | HCID 5054 | — |
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 1,3-Adamantanediol | HCID 573829 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59591584 | HCID 59591584 | 85% |
Reaction Steps
Into a four-neck flask having an inner volume of 300 ml and equipped with a reflux condenser, a stirrer, a thermometer, and a nitrogen inlet were charged 16.0 g (0.10 mol) of 1,3-adamantanediol, 9.0 g (0.05 mol) of p-toluenesulfonic acid monohydrate, and 20 ml of 1,2-dimethoxyethane. After the atmosphere was displaced by nitrogen, 83.8 g (0.76 mol) of resorcinol was added. The mixture in the flask was placed in an oil bath at 90° C. and agitated for 6 hours. The mixture was cooled, added with 200 ml of pure water, agitated for 30 minutes, and then filtered to obtain a solid material. The material was dried under reduced pressure, then recrystallized from a methanol/water mixture solution. The crystals obtained were collected with washing by toluene, and then dried under reduced pressure until constant weight to obtain the target compound (yield 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08084650B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-e94b6553598a4638b3f5ef6525dc7131 |
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| Source note | uspto-grants-2011_12 |
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