HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(Hydroxymethyl)cyclohexanone → HCID 86703790, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(Hydroxymethyl)cyclohexanone | HCID 12201678 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | tert-butyl 5-chloro-2,4-difluorobenzoate | HCID 58042499 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86703790 | HCID 86703790 | 27.8% |
Reaction Steps
To a solution of 3-(hydroxymethyl)cyclohexanone (575 mg) and tert-butyl 5-chloro-2,4-difluoro-benzoate (1.23 g) in DMSO (13.5 mL) at 14° C. (bath) was added potassium tert-butoxide (604 mg) gradually. After 5 min, the mixture was stirred at rt for 30 min. Diluted with EtOAc, the contents were washed with dilute NaHCO3 (3×) and brine, and dried (Na2SO4). After filtration and concentration, the crude was purified with flash chromatography (0->40% EtOAc/heptane) to give the product (445 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952169B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-df805d072b504918975dd95eccb0a289 |
| Source note | uspto-grants-2015_02 |