HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → Ethyl 2-(3-oxocyclohexyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | 1,3-Diethyl 2-(3-oxocyclohexyl)propanedioate | HCID 317049 | — |
| Solvent | Water | HCID 962 | — |
| Product | Ethyl 2-(3-oxocyclohexyl)acetate | HCID 11355886 | 110.8% |
Reaction Conditions
| Temperature | 180 °C |
|---|
Reaction Steps
A solution of 1,3-diethyl 2-(3-oxocyclohexyl)propanedioate (28.50 g, 111.20 mmol, 1.00 equiv) and sodium chloride (7.02 g, 1.10 equiv) in a mixture of water (4 mL)/DMSO (80 mL) was heated for 24 h at 180° C. in an oil bath. After cooled down to r.t, the reaction was then diluted with water, extracted with 3×300 mL of ethyl acetate. The organic layers were combined, washed with water and brine, dried over anhydrous sodium sulfate and concentrated under vacuum to give ethyl 2-(3-oxocyclohexyl)acetate (22.7 g, crude) as yellow oil which was used for next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09085586B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-3fcd02889b0048589ba3d482638b605e |
| Source note | uspto-grants-2015_07 |