Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,2-Dibromoethane | HCID 7839 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 20312716 | HCID 20312716 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 20312714 | HCID 20312714 | 29.8% |
Reaction Steps
A mixture of 6,6'-dihydroxy[1,1'biphenyl]-3,3'-dicarbonitrile (11.8 g), sodium carbonate (10.6 g), and 1,2-dibromoethane (8.4 g) in 250 ml of anhydrous dimethylformamide is heated at 150° C for 18 hours under nitrogen. The reaction mixture is poured into water and extracted with three 200 ml portions of dichloromethane. The dichloromethane extracts are combined and washed with 10% sodium hydroxide, water, and brine. The solution is filtered through 100 ml of silica gel and concentrated. The resultant solid is recrystallized from benzene to yield 3.5 g of the title compound, melting point 195-196° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04108894 |
|---|
| Source dataset | uspto-grants-1978_08 |
|---|
| ORD ID | ord-ddac1dc0af21481bbbe6775c2250b181 |
|---|
| Source note | uspto-grants-1978_08 |
|---|