HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Cyanide → (4-Bromo-2-chlorophenyl)acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 4-Bromo-1-(bromomethyl)-2-chlorobenzene | HCID 21914486 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | (4-Bromo-2-chlorophenyl)acetonitrile | HCID 58762522 | 92.3% |
Reaction Steps
Potassium cyanide (587 g) was dissolved in a mixed solution of water (1408 mL) and dimethyl sulfoxide (767 g), and a solution of 4-bromo-2-chlorobenzyl bromide (512 g) of Reference Example 13 in dimethylsulfoxide (1663 g) was added dropwise at an inside temperature of 90° C. After stirring at the same temperature for 1 hr, the reaction mixture was poured into water. After partitioning and extraction with ethyl acetate, the organic layer was washed 4 times with 25% brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give the title compound (383 g) as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08114902B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-6e959a6608984eabac55146826aa1c25 |
| Source note | uspto-grants-2012_02 |