HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 2-Oxo-[1,4']bipiperidinyl-1'-carboxylic acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(5-Chloro-pentanoylamino)-piperidine-1-carboxylic acid benzyl ester | HCID 23369978 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Oxo-[1,4']bipiperidinyl-1'-carboxylic acid benzyl ester | HCID 23369980 | 107.2% |
Reaction Steps
4-(5-Chloro-pentanoylamino)-piperidine-1-carboxylic acid benzyl ester (15.6 g) was added to a suspension of sodium hydride (2.12 g) in tetrahydrofuran (175 mL). After being stirred overnight, the reaction was quenched with water, then the tetrahydrofuran was removed under reduced pressure. The aqueous solution was diluted with water and extracted with methylene chloride (4×50 mL). The organic extracts were dried and evaporated to give the title compound (15 g). Rf=0.30 in ethyl acetate. MS: m/z=317 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07368461B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-51c6e232feac4beea4414fbd8faa7030 |
| Source note | uspto-grants-2008_05 |