HuagongsheHuagongshe Chemistry Print Report · For research reference only
Indole → 2-(2-(4-Phenoxy-2-propylphenoxy)ethyl)indole-5-acetic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Indole | HCID 798 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | Methyl 2-(2-hvdroxyethyl)indole-5-acetate | HCID 15462903 | — |
| Reactant | 4-Phenoxy-2-propylphenol | HCID 15462904 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(2-(4-Phenoxy-2-propylphenoxy)ethyl)indole-5-acetic acid methyl ester | HCID 15462905 | 62.3% |
Reaction Steps
A solution of methyl 2-(2-hydroxyethyl)indole-5-acetate from Example 1, Step E (7.6 g), 4-phenoxy-2-propylphenol (8.28 g), triphenylphosphine (11.2 g), DIAD (8.5 mL) and THF (125 mL) was stirred under nitrogen at room temperature. After stirring overnight none of the starting indole remained as determined by TLC and the reaction was concentrated to a yellow oil. The oil was purified by silca gel chromatography (10%-20% ethyl acetate in hexanes) to give the desired product (9.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06515015B1 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-f30cc2c60a034fa9ae76790f6c74fb6c |
| Source note | uspto-grants-2003_02 |