HuagongsheHuagongshe Chemistry Print Report · For research reference only
Allyl bromide → 2-{3-[2-(4-Chloro-phenyl)-ethyl]-2-methyl-1-allyl-1H-indole-5-yloxy}-2-methyl-propanoic acid ethylester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | 2-{3-[2-(4-Chloro-phenyl)-ethyl]-2-methyl-1H-indole-5-yloxy}-2-methyl-propanoic acid ethylester | HCID 53973041 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-{3-[2-(4-Chloro-phenyl)-ethyl]-2-methyl-1-allyl-1H-indole-5-yloxy}-2-methyl-propanoic acid ethylester | HCID 53695190 | — |
Reaction Steps
Two grams (5 m mole) of 2-{3-[2-(4-chloro-phenyl)-ethyl]-2-methyl-1H-indole-5-yloxy}-2-methyl-propanoic acid ethylester in 20 ml of absolute dimethylformamide were converted to the sodium salt in the present of 0.24 g (~5 m mole) of 55% sodium hydride immersion in oil, and the mixture was alkylated with 1.2 g (10 m mole) of allylbromide at room temperature. After the solvent was distilled off in vacuo, the evaporation residue was dissolved in toluene, filtered, and purified over a silicagel column (solvent: toluene).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04343811 |
| Source dataset | uspto-grants-1982_08 |
| ORD ID | ord-4656a5e689594347ab3bffe983543fa6 |
| Source note | uspto-grants-1982_08 |