HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(Cyclopentyloxy)-4-methoxyphenylacetonitrile → HCID 9857013, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(Cyclopentyloxy)-4-methoxyphenylacetonitrile | HCID 10728228 | — |
| Reactant | Lithium bis(trimethylsilyl)amide | HCID 57426343 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ammonium Chloride | HCID 25517 | — |
| Product | HCID 9857013 | HCID 9857013 | 124.5% |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
2-(3-Cyclopentyloxy-4-methoxyphenyl)ethane nitrile (4.0 g) was dissolved in tetrahydrofuran (75 ml) under argon atmosphere, and a tetrahydrofuran solution (40.4 ml) of 1.0 M lithium hexamethyldisilazane was added dropwise thereto at −78° C., followed by stirring at −78° C. for 1 hour. The reaction mixture was diluted with a saturated aqueous ammonium chloride solution, and extracted with ethyl acetate. The extract was washed with water and saturated saline in this order, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=8:1) to thereby obtain the title compound (3.05 g) having the following physical properties.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07649095B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-498cc4dfcf7441d5b04419c99f8dac2a |
| Source note | uspto-grants-2010_01 |