HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (3-Bromo-5-{[tert-butyl(dimethyl)silyl]oxy}phenyl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 3-Bromo-5-(tert-butyl-dimethyl-silanyloxy)-benzaldehyde | HCID 57791901 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (3-Bromo-5-{[tert-butyl(dimethyl)silyl]oxy}phenyl)methanol | HCID 57791917 | — |
Reaction Steps
3-Bromo-5-(tert-butyl-dimethyl-silanyloxy)-benzaldehyde (7 g, 22.2 mmol) was dissolved in THF and sodium borohydride (0.92 g; 24.4 mmol) was added. The reaction mixture was stirred at room temperature for 2 h and water was added, and the reaction mixture was partly evaporated to strip off THF. Ethyl acetate was added and the phases separated. The organic phase was washed with water, dried, and evaporated to dryness. Yield: 6.4 g; HPLC-MS: m/z: 317.0 (M+); Rt: 2.37 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07943669B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-a68a4d39cefe45179c33cbb011657172 |
| Source note | uspto-grants-2011_05 |