Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 6-Chloro-1-hexanol | HCID 74828 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Hexamethylphosphoramide | HCID 12679 | — |
| Product | 1-Hexanol, 6-phenoxy- | HCID 12293215 | — |
Reaction Steps
To a solution of 10.3 g of phenol in 25 ml of hexamethylphosphoramide is added 4.2 g of 57% sodium hydride in oil. After hydrogen evolution ceases, 13.6 g of 6-chlorohexan-1-ol in 25 ml of hexamethylphosphoramide is added and the mixture heated at 110° C. for 16 hours. The solution is cooled, diluted with water and extracted with ether. The ether extracts are washed with sodium hydroxide solution, dried (magnesium sulfate) and the solvent removed under vacuum to give white crystals, mp 69°-74° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04182776 |
|---|
| Source dataset | uspto-grants-1980_01 |
|---|
| ORD ID | ord-059f2b2644d8433e8ef61f744a93edf6 |
|---|
| Source note | uspto-grants-1980_01 |
|---|
