HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 1-Isopropyl-4-(5-nitro-2-pentafluoroethyl-phenoxymethyl)-piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Acetone | HCID 180 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 4-(3-Nitro-6-pentafluoroethyl-phenoxymethyl)-piperidine | HCID 21959389 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 1-Isopropyl-4-(5-nitro-2-pentafluoroethyl-phenoxymethyl)-piperidine | HCID 21959478 | — |
Reaction Steps
Dissolved 4-(5-nitro-2-pentafluoroethyl-phenoxymethyl)-piperidine (646 mg) in 1,2-dichloroethane (6.4 ml), then added acetone (136 ul), NaBH(OAc)3 (541 mg) and finally acetic acid (105 ul). Stirred the cloudy yellow solution under N2 at RT overnight. Added another 130 uL acetone and stirred at RT over weekend. Quenched the reaction with 30 mL N NaOH/H2O and stirred 10 min. Extracted with Et2O and the organic layer was brine-washed, dried over Na2SO4, filtered and concentrated in vacuo. Dried under high vacuum for several h to obtain 1-isopropyl-4-(5-nitro-2-pentafluoroethyl-phenoxymethyl)-piperidine as a yellow orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08058445B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-1944d40d30ec4abb91401309b4b64d76 |
| Source note | uspto-grants-2011_11 |