HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → HCID 23092005, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Benzyl 1H-indole-5-carboxylate | HCID 10264164 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 23092005 | HCID 23092005 | 117.8% |
Reaction Steps
Sodium hydride (58 mg) was added to a solution of benzyl 1H-indole-5-carboxylate (300 mg) in N,N-dimethylformamide (2 ml) with ice cooling, and then stirred for 30 minutes. Benzoyl chloride (202 mg) was added thereto, and the mixture was stirred for 2 hours. The reaction mixture was diluted with dichloromethane, and the organic phase was washed with 2 N hydrochloric acid, a saturated sodium bicarbonate solution and a saturated saline solution. The organic phase was dried over sodium sulfate anhydrous. The product was concentrated under reduced pressure to give benzyl 1-benzoyl-1H-indole-5-carboxylate (500 mg, Y.:quant.) as pale orange crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07345180B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-5a7a21af5cf84bcaaae5b556f66acca7 |
| Source note | uspto-grants-2008_03 |