HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → 4-Methoxy-4-(methoxymethyl)cyclohexanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 8-Methoxy-8-(methoxymethyl)-1,4-dioxaspiro[4.5]decane | HCID 71247400 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Methoxy-4-(methoxymethyl)cyclohexanone | HCID 85743131 | — |
Reaction Steps
A mixture comprising 217 g (1.00 mol) 8-methoxy-8-(methoxymethyl)-1,4-dioxaspiro[4.5]decane (prepared according to intermediate example 16e), 1.7 L acetone, 0.86 L water and 30.5 g 4-methylbenzenesulfonic acid hydrate was stirred at 23° C. overnight. The acetone was removed, 0.5 L saturated aqueous sodium hydrogencarbonate added followed by 0.4 L brine. The mixture was extracted with ethyl acetate, the combined organic layers were washed with brine and dried over sodium sulfate. After filtration and removal of the solvent 180 g (max. 100%) of the title compound were obtained that was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296757B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-f7315733175b45699d7356835f2c2b5b |
| Source note | uspto-grants-2016_03 |