HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → Benzenemethanol, 3-(1,1-difluoroethyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 57471636 | HCID 57471636 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Benzenemethanol, 3-(1,1-difluoroethyl)- | HCID 57446334 | 97% |
Reaction Steps
Add a solution of 3-(1,1-Difluoro-ethyl)-benzoic acid ethyl ester (3.57 mmol) in THF (5 mL) dropwise to a 1M solution of lithium aluminum hydride in THF (4.3 mL) at room temperature. Stir for 20 minutes then add ice followed by a mixture of concentrated sulfuric acid and ice (approximately 1:1 v:v). Extract with ethyl ether, dry the organic extracts over sodium sulfate, filter, and evaporate to give the title compound in 97% yield. GCMS MW 172 (M). 1H NMR (400.43 MHz, CDCl3): δ 7.49 (s, 1H), 7.41-7.39 (m, 3H), 4.70 (s, 2H), 1.94-1.85 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08168659B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-bd08815dcea1436faca19f85429d6fc2 |
| Source note | uspto-grants-2012_05 |