Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Resorcinol | HCID 5054 | — |
| Reactant | 1-Adamantanol | HCID 64152 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 15105171 | HCID 15105171 | 86% |
Reaction Steps
Into a four-neck flask having an inner volume of 500 ml and equipped with a reflux condenser, a stirrer, a thermometer, and a nitrogen inlet were charged 28.1 g (0.18 mol) of 1-adamantanol, 8.8 g (0.05 mol) of p-toluenesulfonic acid monohydrate, and 35 ml of ethanol. After the atmosphere was displaced by nitrogen, 39.6 g (0.36 mol) of resorcinol was added. The mixture in the flask was placed in an oil bath at 90° C. and heated and agitated for 3 hours. The reaction solution 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/toluene mixture solvent. The crystals obtained were collected with washing by toluene, and then dried under reduced pressure until constant weight to obtain the target compound (yield 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08084650B2 |
|---|
| Source dataset | uspto-grants-2011_12 |
|---|
| ORD ID | ord-1f285654fa9a4c24a1ea4a47a6f44e75 |
|---|
| Source note | uspto-grants-2011_12 |
|---|