HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-Bromo-6-methoxy-2-naphthalenemethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 5-Bromo-6-methoxy-2-naphthaldehyde | HCID 18505353 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Bromo-6-methoxy-2-naphthalenemethanol | HCID 18996322 | 90% |
Reaction Steps
Step d) Sodium borohydride (4.78 g, 128.3 mmol) was added portionwise in to a cold (0° C.) mixture of 5-bromo-6-methoxy-2-naphthldehyde (34.0 g, 128.3 mmol) in methanol (300 ml) and THF (200 mL). After stirring for 30 minutes the mixture was poured in to water and extracted with EtOAc. The organic extracts were dried over MgSO4. Evaporation and purification by flash chromatography (hexane/EtOAc 2/1 ) gave a yellow solid (30.5 g, 90% yield, m.p. 85°-87° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05482968 |
| Source dataset | uspto-grants-1996_01 |
| ORD ID | ord-519a55d2c879457685cd7aaa197d1fde |
| Source note | uspto-grants-1996_01 |