HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(Cyclopentyloxy)-4-methoxyphenylacetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 4-(Chloromethyl)-2-(cyclopentyloxy)-1-methoxybenzene | HCID 10900766 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(Cyclopentyloxy)-4-methoxyphenylacetonitrile | HCID 10728228 | 96.2% |
Reaction Steps
A mixture of 3-cyclopentyloxy-4-methoxybenzyl chloride (119 g, 0.49 mol), 120 ml of methylene chloride, KCN (70.7 g, 1.09 mol), benzyltriethylammonium chloride (35 g, 0.015 mol) and water (120 ml) was stirred vigorously at room temperature for 48 hours when the reaction was complete by HPLC. The reaction mixture was diluted with methylene chloride and the layers were separated. The methylene chloride solution was extracted several times with water and evaporated to afford 3-cyclopentyloxy-4-methoxyphenylacetonitrile (109 g, 95%) of sufficient purity to be used in the subsequent transformation.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06372770B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-9a7c35dcec034dad9fc74790ecc20585 |
| Source note | uspto-grants-2002_04 |