HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → HCID 69265731, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 4-[(Tert-butyldimethylsilyl)oxy]-2-chlorobenzaldehyde | HCID 58907469 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 69265731 | HCID 69265731 | 95% |
Reaction Steps
To a stirred solution of 4-{[tert-butyl(dimethyl)silyl]oxy}-2-chlorobenzaldehyde (WO 2003051797, 1.58 g, 5.83 mmol) in methanol (5 mL) was added sodium borohydride (264 mg, 7.00 mmol) at 0° C. The mixture was stirred at room temperature for 3 h, and quenched by addition of aqueous ammonium chloride. The mixture was extracted with ethyl acetate (200 mL), and the organic layer was washed with brine, dried over sodium sulfate, and evaporated. The residue was purified by column chromatography on silica gel (100 g) eluting with hexane/ethyl acetate (20/1 to 10/1) to afford 1.51 g (95%) of the title compound as a colorless oil:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07354925B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-3e24289a6cd743ada013ed6d19c19d44 |
| Source note | uspto-grants-2008_04 |