HuagongsheHuagongshe Chemistry Print Report · For research reference only
Furfural → HCID 58677818, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Furfural | HCID 7362 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 58677815 | HCID 58677815 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58677818 | HCID 58677818 | 53% |
Reaction Steps
To a solution of INTERMEDIATE 3 (567 mg) in 1,2-dichloroethane (15 mL) was added 2-furaldehyde (160 μL, 1.3 eq) and sodium triacetoxyborohydride (450 mg, 1.4 eq). After 3 days the reaction was diluted with dichloromethane (50 mL) and washed with saturated aqueous sodium bicarbonate. The aqueous layer was washed with dichloromethane (2×25 mL) and the combined organic extracts were dried (NgSO4), filtered and concentrated. The residue was purified by flash chromatography, eluting 5% methanol in dichloromethane to yield INTERMEDIATE 4b as a colorless foam (367 mg, 53%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07396834B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-a10e287eccb94fefa24b1ded1ffc8123 |
| Source note | uspto-grants-2008_07 |