HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → 4-(2-Hydroxy-2-methylpropoxy)-4-methylcyclohexanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Methyl-1-[(8-methyl-1,4-dioxaspiro[4.5]dec-8-yl)oxy]propan-2-ol | HCID 67009701 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-(2-Hydroxy-2-methylpropoxy)-4-methylcyclohexanone | HCID 67009890 | 71% |
Reaction Steps
A mixture of 2-methyl-1-[(8-methyl-1,4-dioxaspiro[4.5]dec-8-yl)oxy]propan-2-ol (1.81 g), 3N hydrochloric acid (20 mL) and acetone (20 mL) was stirred at room temperature for 18 hr. The reaction mixture was diluted with water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography [eluent: hexane/ethyl acetate=80/20→65/35 (volume ratio)] to give the title compound as a colorless oil (1.05 g, 71%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592431B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-6c09cccf4d3844d29a5033fc0b9cdb52 |
| Source note | uspto-grants-2013_11 |