HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → 5-Chloro-3H-spiro[1-benzofuran-2,3'-pyrrolidine]
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 59833627 | HCID 59833627 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ammonium Hydroxide | HCID 14923 | — |
| Product | 5-Chloro-3H-spiro[1-benzofuran-2,3'-pyrrolidine] | HCID 59833644 | 61.9% |
Reaction Steps
The experimental procedure is the same as described above for the corresponding piperidine derivative using 1′-benzyl-5-chloro-3H-spiro[1-benzofuran-2,3′-pyrrolidine] (555 mg, 1.85 mmol), ethyl chloroformate (261 mg, 2.4 mmol), toluene (5 mL), potassium hydroxide (KOH) (3.0 g), water (3 mL) and ethanol (6 mL) to give the titled compound (240 mg) after silica gel flash chromatography (0-2% methanol in dichloromethane, 0.2% ammonium hydroxide, NH4OH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07449475B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-109f89a5cf3948b0b4c12fae8e67f820 |
| Source note | uspto-grants-2008_11 |