HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Furancarboxaldehyde, tetrahydro- → HCID 59596849, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Furancarboxaldehyde, tetrahydro- | HCID 157568 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 59596826 | HCID 59596826 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59596849 | HCID 59596849 | 44.5% |
Reaction Steps
A mixture of 500 mg (2.1 mmol) of 2-[4-fluoro-3-(2,2,2-trifluoro-ethoxy)-phenyl]-ethylamine, 210 mg (2.1 mmol) of tetrahydrofuran-3-carbaldehyde and 2 g of 4 Å molecular sieves in 30 ml of dry dichloromethane was stirred at room temperature for 30 minutes. 630 mg (2.9 mmol) of NaBH(OAc)3 were added portionwise. The reaction mixture was stirred for 4 hours at room temperature. An aqueous 5% solution of NaHCO3 was added and the product was extracted with dichloromethane. The crude product was purified by flash chromatography (dichloromethane/methanol/NH3 100:9:0.5 v:v:v). 300 mg (44% yield) of the title compound were isolated as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07855227B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-4f6b14cd9a994d4b90b725f9c26bb9af |
| Source note | uspto-grants-2010_12 |