HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tempo → 4-[2-[1-(Formylmethyl)cyclohexyl]ethyl]morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tempo | HCID 2724126 | — |
| Reactant | Iodo benzene diacetate | HCID 12217721 | — |
| Reactant | 4-[2-[1-(2-Hydroxyethyl)cyclohexyl]ethyl]morpholine | HCID 23109889 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-[2-[1-(Formylmethyl)cyclohexyl]ethyl]morpholine | HCID 23109907 | 143.5% |
Reaction Steps
After adding 2,2,6,6-tetramethylpiperidine 1-oxyl free radical (32 mg, 0.20 mmol) to a solution of 4-[2-[1-(2-hydroxyethyl)cyclohexyl]ethyl]morpholine (439 mg, 1.82 mmol) and iodobenzene diacetate (644 mg, 2.00 mmol) in methylene chloride (10 mL), the mixture was stirred at room temperature for 14 hours. The reaction mixture was washed with saturated aqueous sodium hydrogencarbonate and saturated brine in that order and dried (anhydrous sodium sulfate), and then the solvent was distilled off under reduced pressure to obtain the title compound as a brown oil (625 mg). This was used without purification for the following step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07601843B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-41b51f89f7674113af74738cf6669414 |
| Source note | uspto-grants-2009_10 |