HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → 2-CYANO-6-PHENYLPYRIDINE
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-CYANO-6-PHENYLPYRIDINE | HCID 2763145 | — |
Reaction Steps
Trimethylsilylcyanide (8 ml) was added to a solution of intermediate 38.1 (8.16 g) in DCM (95 ml). A solution of benzoyl chloride (7 ml) in DCM (50 ml) was added dropwise to the previous mixture. The reaction was stirred for 24 h at RT. Diisopropylamine (10.2 ml) was added and the reaction was stirred for 3 h. A Na2CO3 solution was added to the reaction mixture. The layers were separated and the aq. phase was extracted with DCM. The org. phases were combined, dried over Na2SO4 and evaporated off. The compound was purified by CC (EA/Hept 1/3) to afford 8.13 g of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093250B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-fe4884ac3a52464eafe3e62afd81fa30 |
| Source note | uspto-grants-2012_01 |