HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-Azabicyclo(2.2.2)octane-4-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 1-Azabicyclo(2.2.2)octane-4-carboxylic acid hydrochloride | HCID 66737825 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-Azabicyclo(2.2.2)octane-4-methanol | HCID 141311 | 92,289.398% |
Reaction Steps
Quinuclidine-4-carboxylic acid hydrochloride (6.0 g, 0.031 mmoles) in tetrahydrofuran (300 ml) was treated with lithium aluminum hydride (5.0 g, 0.137 mmoles) at ambient temperature for 18 hours. Water (20 ml) and 10% aqueous sodium hydroxide (7.5 ml) was added carefully and the mixture filtered, washing with diethyl ether. The combined filtrates were evaporated to dryness to give the title compound as a white solid 4.04 g, (91%): MS (+ve ion electrospray) m/z 142 (MH+, 100%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | USRE043390E1 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-2224e556c10c45a091a7488075604d68 |
| Source note | uspto-grants-2012_05 |