HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → 3-Methoxymethyl2,4-dioxaspiro[5.5]undecane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Cyclohexane | HCID 8078 | — |
| Reactant | Methoxyacetaldehyde | HCID 91563 | — |
| Reactant | Cyclohexanedimethanol | HCID 250594 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-Methoxymethyl2,4-dioxaspiro[5.5]undecane | HCID 14597950 | 97% |
Reaction Steps
A mixture of 288 g (2 moles) of 1,1-dimethylolcyclohexane, 191 g (2.2 moles) of 85% strength methoxyacetaldehyde and 250 ml of cyclohexane was heated with 2 g of p-toluenesulfonic acid under a water separator until water no longer separated off. The resulting solution was washed with dilute sodium hydroxide solution, the solvent was stripped off under reduced pressure and the residue was subjected to fractional distillation under reduced pressure. 388 g (97% yield) of 3-methoxymethyl-2,4-dioxaspiro[5.5]undecane of boiling point 95° C./1 mbar were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05003089 |
| Source dataset | uspto-grants-1991_03 |
| ORD ID | ord-5755b887ebef42ce85ae06f81bb7e645 |
| Source note | uspto-grants-1991_03 |