Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Sulfate | HCID 24436 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 22341484 | HCID 22341484 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22341437 | HCID 22341437 | — |
Reaction Steps
1 g (26 mmol) of lithium aluminum hydride in 20 ml of tetrahydrofuran are introduced into a round-bottomed flask under a stream of nitrogen. The medium is cooled to 0° C. and a solution of 1.4 g (4.4 mmol) of 4″-formyl-N-methyl[1,1′;3′,1″]terphenyl-5′-carboxamide in 30 ml of tetrahydrofuran is added dropwise. The reaction medium is refluxed for 48 hours. It is then allowed to cool to room temperature and aqueous sodium sulfate solution is added dropwise. After 30 minutes, the medium is acidified to pH 5 and extracted with ethyl acetate. The organic phase is dried over magnesium sulfate, filtered and then evaporated. The residue is purified by chromatography on a column of silica eluted with a dichloromethane/ethanol mixture (9/1) and 660 mg (49%) of the expected product are obtained in the form of a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06927228B2 |
|---|
| Source dataset | uspto-grants-2005_08 |
|---|
| ORD ID | ord-bac5060a14a741899ffcf9802d1f73d2 |
|---|
| Source note | uspto-grants-2005_08 |
|---|