HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 15458809, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | Indole-3-acetonitrile | HCID 351795 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 15458809 | HCID 15458809 | 38.7% |
Reaction Steps
Using the procedure of subpart A above, the N-alkylation reaction of 10.2 g (65 mmol) of commercially available (1H-indol-3-yl)-acetonitrile (5) (1H-indol-3-yl)-acetonitrile (Acros Organics, Belgium) with 8.7 ml (71 mmol) of trimethylacetyl chloride and 3.4 g (85 mmol) of NaH (60% dispersion in oil) as a base in 115 ml of DMF yielded 6.6 g (38.7%) of [1-(2,2-dimethyl-propionyl)-1H-indol-3-yl]-acetonitrile (6) as a yellow oil after chromatographic purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06048887 |
| Source dataset | uspto-grants-2000_04 |
| ORD ID | ord-83cf5257f24247ef981f9bf2d9900913 |
| Source note | uspto-grants-2000_04 |