HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 2-(1-Adamantyl)-4-bromophenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 4-Bromophenol | HCID 7808 | — |
| Reactant | 1-Adamantanol | HCID 64152 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(1-Adamantyl)-4-bromophenol | HCID 4670494 | 63% |
Reaction Steps
51.9 g (300 mmol) of 4-bromophenol and 45.7 g (300 mmol) of adamantan-1-ol are dissolved in 150 ml of dichloromethane; 15 ml of 98% sulfuric acid are slowly run in and the reaction medium is stirred at ambient temperature for two days. The medium is evaporated to dryness, taken up with water, neutralized to pH=7-8, filtered, taken up in THF, dried over MgSO4, evaporated, and purified on a silica column, elution being carried out with a 10/90 ether/heptane mixture. A thick oil is obtained (m=58 g, yield=63%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07517907B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-20b3ac33aba5440ba335f9f7b81aa413 |
| Source note | uspto-grants-2009_04 |