Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 12851303 | HCID 12851303 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 12851305 | HCID 12851305 | 84% |
Reaction Steps
To a suspension of 10.6 g of lithium aluminium hydride in 300 ml of dried tetrahydrofuran, a solution of 112 g of ethyl N-triphenylmethyl-4-piperidine-carboxylate in 400 ml of dried tetrahydrofuran was added dropwise under ice-cooling, and the mixture was stirred at room temperature for 4 hours. The reaction mixture was added dropwise with a mixture of tetrahydrofuran and 10% aqueous sodium hydroxide solution under ice-cooling. An insoluble matter was filtered off and washed with tetrahydrofuran. The filtrates were combined and concentrated to give a colorless solid. The colorless solid was washed with methanol to give 84.2 g of colorless crystals. Recrystallization from methanol gave colorless crystals having the melting point of from 92 to 99.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06518265B1 |
|---|
| Source dataset | uspto-grants-2003_02 |
|---|
| ORD ID | ord-67035d049b454cf9b14543eca6ad8764 |
|---|
| Source note | uspto-grants-2003_02 |
|---|