HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → (3-(2-(Benzyloxy)-4-chlorophenyl)-1,2,4-thiadiazol-5-yl) methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Ethyl 3-(2-(benzyloxy)-4-chlorophenyl)-1,2,4-thiadiazole-5-carboxylate | HCID 59549530 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (3-(2-(Benzyloxy)-4-chlorophenyl)-1,2,4-thiadiazol-5-yl) methanol | HCID 59549526 | 88% |
Reaction Steps
To a solution of ethyl 3-(2-(benzyloxy)-4-chlorophenyl)-1,2,4-thiadiazole-5-carboxylate (0.45 g, 1.20 mmol) in EtOH (25 ml) was added sodium borohydride (0.113 g, 3.0 mmol) portion wise. The resulting reaction mixture was stirred at room temperature for 2 h. After the completion of the reaction (TLC monitoring), the reaction mass was cooled to 0° C., quenched it with 2 ml of water and concentrated under vacuum. Added water (50 ml) and extracted with ethyl acetate (3×50 ml). The combined organic layer was dried over Na2SO4, filtered and concentrated under vacuum to get the desired product (0.35 g, 88%) that was carried forward to the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492414B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-519cdc53457d421b8a171c54ab7687a8 |
| Source note | uspto-grants-2013_07 |