HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 1-[2-(Phenylmethyl)-1H-indol-3-yl]ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | 2-(Phenylmethyl)-1H-indole | HCID 11127479 | — |
| Product | 1-[2-(Phenylmethyl)-1H-indol-3-yl]ethanone | HCID 12968634 | 53% |
Reaction Steps
To a solution of 29.5 g (39 mmol) of dimethylacetamide was added dropwise under ice-cooling 7.00 g (76.9 mmol) of phosphorus oxychloride. After stirring for 30 min at room temperature, to the mixture was added 8,00 g (38.6 mmol) of 2-benzylindole (prepared in accordance with the literature (Khim.Geterotsikl.Soedin.1994,p133)). After stirring for 2 hours at 100° C., the mixture was poured to ice-water, neutralized with 2N NaOH, extracted with ethyl acetate. The extract was washed with water, dried, and concentrated. The obtained crystal was washed with n-hexane to give 5.1 g of the titled compound. Yield: 52%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06506787B2 |
| Source dataset | uspto-grants-2003_01 |
| ORD ID | ord-39791366ecd44eb982a11fb980df2fde |
| Source note | uspto-grants-2003_01 |