HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 2-[(4-Chlorophenyl)carbonyl]cyclopropanecarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Cyano-N-methoxy-N-methylcyclopropanecarboxamide | HCID 58392506 | — |
| Reactant | HCID 178419578 | HCID 178419578 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[(4-Chlorophenyl)carbonyl]cyclopropanecarbonitrile | HCID 58392266 | — |
Reaction Steps
3.5 ml (3.50 mmol) of a 1N solution of chlorophenylmagnesium bromide in diethyl ether were introduced into 5 ml of THF at RT under argon, a solution of 490 mg (3.18 mmol) of the compound from Example 73A in 5 ml of tetrahydrofuran was added, and the mixture was heated under reflux for 2 h. Saturated aqueous ammonium chloride solution was added, two extractions with diethyl ether were carried out, and the combined organic phases were dried over sodium sulfate, filtered and concentrated. 714 mg of the title compound with a purity of 54% (59% of theory) were obtained and were reacted without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063234B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-6672f1da13b14793aea2b1a8292edd69 |
| Source note | uspto-grants-2011_11 |