Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 59086017 | HCID 59086017 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23001236 | HCID 23001236 | 86% |
Reaction Steps
To a solution of 1-triphenylmethyl-1,4,5,6,7,8-hexahydrocycloheptaimidazole-4-carboxylic acid methyl ester (5.5 g, 12.6 mmol) in THF (140 ml) was added lithium aluminum hydride (9.5 ml, 1 mol/L in THF, 9.5 mmol). The mixture was stirred at 20° C. for 2 hours, and water (1.4 ml) and NaOH (1.4 ml, 4 mol/l in water) were carefully added. After stirring at room temperature for 0.5 hours, water (5 ml) was added, and after stirring for 0.5 hours the mixture was dried by addition of magnesium sulfate. Filtration, concentration, and precipitation from methanol yielded 4.4 g (86%) of the title alcohol as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06610721B2 |
|---|
| Source dataset | uspto-grants-2003_08 |
|---|
| ORD ID | ord-23f9440e1d4f497e860e475c06d6dba6 |
|---|
| Source note | uspto-grants-2003_08 |
|---|