Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 4-Phenylcyclohexanone | HCID 78605 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(4-Oxocyclohexyl)benzamide | HCID 15385149 | 55% |
Reaction Steps
14.24 g (107 mmol) AlCl3 was added portionwise to a solution of 6.98 g (40 mmol) 4-phenylcyclohexanone and 4.51 ml (53.3 mmol) oxalylchloride in 200 ml CH2Cl2 at 0° C. Stirred at 0° C. for 1 h and at r.t. for 2 h. Cooled to 0° C. and aqueous NH3 was added carefully until pH>10. The mixture was diluted with CH2Cl2 and water. The mixture was filtered to remove solids. The phases were separated. The organic phase was dried (MgSO4) and concentrated. Gave 4.8 g (55%) of the title compound. Used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08415333B2 |
|---|
| Source dataset | uspto-grants-2013_04 |
|---|
| ORD ID | ord-7f7cc252feb94fbabc80da48f8e7adc3 |
|---|
| Source note | uspto-grants-2013_04 |
|---|