HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 23091904, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | Benzyl 1H-indole-5-carboxylate | HCID 10264164 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 23091904 | HCID 23091904 | 87% |
Reaction Steps
Sodium hydride (53 mg) was added to a solution of benzyl 1H-indole-5-carboxylate (276 mg) in N,N-dimethylformamide (2 ml) with ice cooling, and the mixture was stirred for 30 minutes. 2,2-Dimethylpropionyl chloride (162 mg) was added thereto, and the mixture was stirred for 2 hours. Water was added thereto, and the aqueous phase was neutralized, extracted with dichloromethane, and the extract was dried over sodium sulfate anhydrous. The resulting product was concentrated under reduced pressure to give benzyl 1-(2,2-dimethylpropionyl)-1H-indole-5-carboxylate (320 mg, Y.:87%) 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-b1d959011a994a1c8e9a8f3151b50f80 |
| Source note | uspto-grants-2008_03 |