HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → [3-Amino-5-(1-methyl-1H-tetrazol-5-yl)-phenyl]-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 3-Amino-5-(1-methyl-1H-tetrazol-5-yl)-benzoic acid ethyl ester | HCID 66733483 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [3-Amino-5-(1-methyl-1H-tetrazol-5-yl)-phenyl]-methanol | HCID 22252683 | 33.7% |
Reaction Steps
To a solution of 3-Amino-5-(1-methyl-1H-tetrazol-5-yl)-benzoic acid ethyl ester (250 mg) in THF (5 ml) at 0° C. was added pre-cooled 1M LiAlH4 solution in THF (2 ml) dropwise. This was stirred for 3 h. The reaction mixture was poured onto ice-water and extracted into EtOAc. The organic layer was separated, dried and concentrated in vacuum. Flash chromatography (100:0 to 95:5 gradient DCM:MeOH) afforded the title compound (70 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653075B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-249b192e6c5a4decb183b4c10bf73440 |
| Source note | uspto-grants-2014_02 |