HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Butanediol → 2-tert-Butylcyclohexyloxybutanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Butanediol | HCID 11429 | — |
| Reactant | 2-tert-Butylcyclohexanone | HCID 102681 | — |
| Reactant | 6-t-Butyl-2-ethyl-1,4-dioxaspiro[4.5]decane | HCID 15789586 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 2-tert-Butylcyclohexyloxybutanol | HCID 164422 | 81.5% |
Reaction Steps
A 500 ml capacity autoclave was charged with 30 g (0.13 mol) of 6-t-butyl-2-ethyl-1,4-dioxaspiro[4.5]decane which has been prepared from 2-t-butylcyclohexanone and 1,2-butanediol, 150 g of isopropanol and 0.3 g of a catalyst of 5% palladium supported on active carbon (pH=7.6). The reaction was carried out under a hydrogen pressure of 70 kg/cm2 and at a temperature of 190° C. for 20 hours until completion of the absorption of hydrogen. After the reaction, the catalyst was removed by filtration and the resulting filtrate was subjected to distillation to obtain 24.2 g of 1-(2-t-butylcyclohexyloxy)-2-butanol (b.p.=122° to123° C./5 mmHg; yield=80%; cis:trans=66:34).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05446208 |
| Source dataset | uspto-grants-1995_08 |
| ORD ID | ord-32c3b9562e9942f6a1f53283c829a1d7 |
| Source note | uspto-grants-1995_08 |