HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (2,2-Difluoro-1,3-dioxaindan-5-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2,2-Difluoro-1,3-benzodioxole-5-carboxylic acid | HCID 608772 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2,2-Difluoro-1,3-dioxaindan-5-yl)methanol | HCID 12814281 | 91.3% |
Reaction Steps
To a suspension of LAH (12.6 g, 0.33 mol) in THF (100 mL) was added dropwise a solution of 2,2-difluorobenzo-1,3dioxole-5-carboxylic acid (30 g, 0.15 mol) in THF (200 mL) at 0□ under N2. The mixture was allowed to warm to room temperature and stirred for one hour at this temperature. Then, water (12.6 g) and aq. NaOH (10%, 12.6 g) were added dropwise at 0□. The resulting mixture was filtered. The filtrate was dried over anhydrous Na2SO4 and evaporated under vacuum to give crude (2,2-difluoro-1,3-benzodioxol-5-yl)methanol (25.5 g, 91.3%), which was used directly in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09351962B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-0826ea08e9cf43bca73e2588afc4e390 |
| Source note | uspto-grants-2016_05 |