HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium hydroxide, monohydrate → 1-(4-Cyanobenzyl)-5-hydroxymethyl-1H-imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | 1-(4-Cyanobenzyl)-5-(acetoxymethyl)imidazole hydrobromide | HCID 57427559 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | 1-(4-Cyanobenzyl)-5-hydroxymethyl-1H-imidazole | HCID 10198247 | 82% |
Reaction Steps
To a solution of the acetate 4 (50.4 g) in 1.5 L of 3:1 THF/water at 0° C. was added lithium hydroxide monohydrate (18.9 g). After one hour, the reaction was concentrated in vacuo, diluted with EtOAc (3 L), and washed with water, sat. aq. NaHCO3 and brine. The solution was then dried (Na2SO4), filtered, and concentrated in vacuo to provide the crude product (26.2 g) as a pale yellow fluffy solid which was sufficiently pure for use in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06028201 |
| Source dataset | uspto-grants-2000_02 |
| ORD ID | ord-42e142135dec4a728f071752deae54eb |
| Source note | uspto-grants-2000_02 |