Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 57470869 | HCID 57470869 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57470870 | HCID 57470870 | 102.5% |
Reaction Steps
Lithium aluminium hydride (300 mg) was suspended in tetrahydrofuran (10 ml) at room temperature under a nitrogen atmosphere, and a solution of 3-(azetidin-1-ylcarbonyl)-1-benzhydrylazetidine (1.14 g) in tetrahydrofuran (30 ml) was added dropwise. After the addition, the reaction mixture was stirred at 60° C. for 2 hours. After the reaction mixture was cooled in an ice water bath, water (0.3 ml), a 5N aqueous solution of sodium hydroxide (0.3 ml) and water (0.9 ml) were added, followed by stirring overnight. Insoluble matter was removed by filtration, and washed with ethyl acetate (100 ml). The filtrate was concentrated under reduced pressure to give the title compound (1.115 g, quant.) as a pale brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07790885B2 |
|---|
| Source dataset | uspto-grants-2010_09 |
|---|
| ORD ID | ord-420db30ff9154884b98e457e17542322 |
|---|
| Source note | uspto-grants-2010_09 |
|---|