HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Cyanide → 2-(3,4-Bis(difluoromethoxy)phenyl)-2-hydroxyacetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 3,4-Bis(difluoromethoxy)benzaldehyde | HCID 14509269 | — |
| Reactant | Sodium Bisulfite | HCID 23665763 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(3,4-Bis(difluoromethoxy)phenyl)-2-hydroxyacetonitrile | HCID 57942660 | 72.2% |
Reaction Steps
To 132A (470 mg, 2.0 mmol) in ethyl acetate (5 mL) was added a solution of KCN (676 mg) and NaHSO3 (1.08 g) dissolved in H2O (5 mL). It was left stirring overnight before it was extracted with ethyl acetate (2×50 mL). The combined organic extracts were dried and concentrated. The crude product was purified by silica gel chromatography to give 132B (383 mg, 72% yield) as an oil. 1H NMR (400 MHz, CDCl3) δ ppm 5.56 (d, J=5.27 Hz, 1H) 6.32-6.77 (m, 2H) 7.32-7.36 (m, 1H) 7.40-7.44 (m, 1H) 7.45 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07622585B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-25513f1243464c04ad147c83604b0c69 |
| Source note | uspto-grants-2009_11 |