HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triacetoxyperiodinane → 1-Cycloheptyl-4,4-dimethyl-5-oxo-pyrrolidine-3-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | 4-(Tert-butyl-dimethyl-silanyloxymethyl)-1-cycloheptyl-3,3-dimethyl-pyrrolidin-2-one | HCID 131727096 | — |
| Catalyst | Hydrochloric Acid | HCID 313 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-Cycloheptyl-4,4-dimethyl-5-oxo-pyrrolidine-3-carbaldehyde | HCID 87092308 | — |
Reaction Steps
To a solution of Example 1D (0.168 mg, 0.475 mmoles) in methanol (1.5 mL), two drops of 12M HCl was added and stirred for one hour. The solvent was evaporated in vacuo. The residue was taken in dichloromethane (2.5 mL) and Dess-Martin periodinane (0.25 gm, 0.593 mmoles) was added and stirred at room temperature for two hours. The reaction was quenched with 10% sodium bisulfite and extracted with dichloromethane. The organic phase was washed with water, dried with MgSO4, filtered, and evaporated in vacuo to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07435833B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-2a119d7d5c6e408480ce77fa6f411c06 |
| Source note | uspto-grants-2008_10 |