HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-Benzyloxy-2-cyanomethylpyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | 5-(Benzyloxy)-2-(chloromethyl)pyridine | HCID 17854158 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-Benzyloxy-2-cyanomethylpyridine | HCID 22181385 | 87% |
Reaction Steps
To a solution of 5-benzyloxy-2-chloromethyl-pyridine (2.13 g, 9.11 mmol) described in Manufacturing Example 127-1-3 in ethanol (30 mL) and water (10 mL) was added sodium cyanide (580 mg, 11.8 mmol), which was stirred for 4 hours and 25 minutes under reflux. Water was added to the reaction mixture at room temperature, which was extracted with ethyl acetate. The organic layer was separated, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (heptane:ethyl acetate=1:1) to obtain the title compound (1.77 g, 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07691882B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-f2bc9ad880fd4cff89d39651e9e42a6f |
| Source note | uspto-grants-2010_04 |