HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 58504106, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 4-Phenylthiophene-2-carbaldehyde | HCID 5009467 | — |
| Reactant | Tetramethylammonium Triacetoxyborohydride (>90%) | HCID 13696215 | — |
| Reactant | HCID 66989233 | HCID 66989233 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 58504106 | HCID 58504106 | 76.7% |
Reaction Steps
A mixture of 4-phenylthiophene-2-carbaldehyde (0.074 g) and the compound prepared in Example 11 (0.075 g) and acetic acid (0.023 mL) in acetonitrile (1 mL) was stirred at room temperature for 30 minutes. Tetramethylammonium triacetoxyborohydride (0.156 g) was added and the reaction was stirred for 18 hours. The mixture was partitioned between a saturated aqueous sodium bicarbonate solution and ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane=9:1) to obtain the title compound (0.066 g) having the following physical data.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809538B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-b0ab0b2f58ab42099595294d7f3bc0ce |
| Source note | uspto-grants-2014_08 |