HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 2-Chloro-4-methylbenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4-Bromo-3-chlorotoluene | HCID 138789 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Chloro-4-methylbenzonitrile | HCID 319475 | 93.8% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
25.0 g 4-bromo-3-chlorotoluene and 21.8 g copper (I) cyanide were dissolved in 200 ml dimethylformamide and stirred at 150° C. for three hours. The cooled reaction mixture was diluted by addition of 300 ml ethyl acetate and washed three times with portions of 150 ml saturated NH4Cl solution. The precipitates were filtered off and the filtrate dried over MgSO4 and then reduced in vacuo to obtain 17.3 g 2-Chloro-4-methyl-benzonitrile. This material was used without purification in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709481B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-d6dee5f1dc404904aaaf1432c2c9bfdf |
| Source note | uspto-grants-2010_05 |