HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 1-oxo-3-phenyl-6-(3-phenylpropoxy)-1H-indene-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-Bromo-3-phenyl-6-(3-phenylpropoxy)indene-1-one | HCID 68695076 | — |
| Catalyst | Copper(1+) | HCID 104815 | — |
| Product | 1-oxo-3-phenyl-6-(3-phenylpropoxy)-1H-indene-2-carbonitrile | HCID 68695089 | 80% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
2-Bromo-3-phenyl-6-(3-phenyl-propoxy)-indene-1-one (1.0 g, 2.3 mmol) obtained in Step 2 was dissolved in N,N-dimethyl formamide (10 mL), copper(I) cyamide (617 mg, 6.9 mmol) was added thereto, and the mixture was stirred for 3 hrs at 150° C., followed by cooling. The resulting mixture was washed with saturated ammonium chloride and extracted with ethyl acetate. The organic layer was separated, dried over anhydrous MgSO4 and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography (ethyl acetate:hexane=1:3) to obtain 700 mg of the titled compound (yield: 80%) as a red solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745439B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-25ef1506204e440cafabec79ffa9cfc6 |
| Source note | uspto-grants-2010_06 |