HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 1-[(2,2,6-Trimethylcyclohexyl)oxy]pentan-2-OL
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Oxirane, 2-propyl- | HCID 13853 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,2,6-Trimethylcyclohexan-1-ol | HCID 12537129 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-[(2,2,6-Trimethylcyclohexyl)oxy]pentan-2-OL | HCID 3021165 | 75% |
Reaction Steps
A mixture of 2.0 g of 2,6,6-trimethyl-cyclohexanol and 0.354 g of sodium hydride was heated for 24 hours at 80° in 10 ml of anhydrous toluene. 1.2 G of 1,2-epoxy-pentane were then added to the thus obtained solution and heating at 80° was maintained for 24 additional hours. After cooling, the reaction mixture was poured onto crushed iced, acidified with diluted H2SO4, whereupon the organic phase was washed with brine until neutrality. After evaporation of the volatile parts and distillation of the residue in a a bulb apparatus (bath temperature: 140°/7 Pa), the desired product was obtained in yield of about 75%. An analytical sample was purified by preparative gas chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04608445 |
| Source dataset | uspto-grants-1986_08 |
| ORD ID | ord-f4e9b88607ef45dab5742f8501ec720f |
| Source note | uspto-grants-1986_08 |