HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → 1-(5-Hydroxymethylthiophen-2-yl)-cyclopent-3ene carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 1-(5-Formylthiophen-2-yl)cyclopent-3ene carboxylic acid ethyl ester | HCID 54293302 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-(5-Hydroxymethylthiophen-2-yl)-cyclopent-3ene carboxylic acid ethyl ester | HCID 57039838 | — |
Reaction Steps
To a solution of the product of Step 2, above (3) (0.93 mmol), in 3 ml methanol at 0° C. was added sodium borohydride (2.0 mmol). The reaction was slowly allowed to warm to ambient temperature and was stirred for 2 hours. The reaction was quenched with saturated ammonium chloride and extracted (2×10 ml EtOAc). The organic extracts were combined and washed with saturated sodium bicarbonate and brine, dried with MgSO4, filtered and concentrated to yield the title compound (4).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05789415 |
| Source dataset | uspto-grants-1998_08 |
| ORD ID | ord-b4742ebe42bf48398b671ad41c520642 |
| Source note | uspto-grants-1998_08 |