HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → 1,3-Benzodioxole-5-methanol, 6-fluoro-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 6-Fluoro-1,3-dioxaindane-5-carbaldehyde | HCID 14384443 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1,3-Benzodioxole-5-methanol, 6-fluoro- | HCID 59129185 | 92% |
Reaction Steps
To a stirred solution of 6-fluoro-benzo[1,3]dioxole-5-carbaldehyde (700 mg, 4.2 mmol) in MeOH (50 mL) was added NaBH4 (320 mg, 8.4 mmol) in portions at 0° C. The mixture was stirred at this temperature for 30 min and was then concentrated in vacuo to give a residue. The residue was dissolved in EtOAc and the organic layer washed with water, dried over Na2SO4, and concentrated in vacuo to afford (6-fluoro-benzo[1,3]dioxol-5-yl)-methanol (650 mg, 92%), which was directly used in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598181B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-afbaa33877ed429490d5024b05f21415 |
| Source note | uspto-grants-2013_12 |