HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium cyanoborohydride → HCID 68707780, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 5-Formyl-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester | HCID 86599031 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68707780 | HCID 68707780 | 17.1% |
Reaction Steps
To 5-formyl-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester (430 mg, 1.56 mmol) was added 8 mL of THF, and sodium cyanoborohydride (117 mg, 1.87 mmol) was added in one portion. The solution was stirred at room temperature for 1 h and then placed in a 65° C. oil bath overnight. The solvent was removed under vacuum and water was added. The mixture was extracted with ethyl acetate. Removal of the solvent gave the crude product, which was purified by column chromatography to give 70 mg of 4-hydroxy-3,5-dimethyl-benzofuran-2-carboxylic acid tert-butyl ester as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07420001B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-3ccab5dda0064efeb0c9488a3a493164 |
| Source note | uspto-grants-2008_09 |