HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → 1-(4-Methoxy-dibenzofuran-1-yl)-4-oxo-cyclohexane carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | 5-Cyano-5-(4-methoxy-dibenzofuran-1-yl)-2-oxo-cyclohexane carboxylic acid methyl ester | HCID 24755595 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(4-Methoxy-dibenzofuran-1-yl)-4-oxo-cyclohexane carbonitrile | HCID 24804127 | — |
Reaction Conditions
| Temperature | 135 °C |
|---|
Reaction Steps
To a solution of 5-cyano-5-(4-methoxy-dibenzofuran-1-yl)-2-oxo-cyclohexane carboxylic acid methyl ester obtained in example 1 (7 g, 0.0185 mol) in DMSO (140 ml) and water (9 ml) was added sodium chloride (7 g, 0.119 mol) at room temperature. The reaction mass was heated to 130-140° C. for 5 hrs. Once the product is formed, the reaction mass was quenched with water and extracted with ethyl acetate. The organic layer was dried with sodium sulfate and concentrated under vacuum. 1-(4-methoxy-dibenzofuran-1-yl)-4-oxo-cyclohexane carbonitrile was isolated by column chromatography. Yield 4.2 g (71%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263648B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-c7d7fbdaa2f94d4e93cbd2f991291e96 |
| Source note | uspto-grants-2012_09 |