HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 67087062, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Benzene, (2-bromoethoxy)- | HCID 68526 | — |
| Reactant | methyl 1H-indole-4-carboxylate | HCID 2733668 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67087062 | HCID 67087062 | — |
Reaction Steps
NaH (60% dispersion in mineral oil, 68.5 mg, 1.71 mmol) is added to solution of methyl indole-4-carboxylate (200 mg, 1.142 mmol) in DMF (5 ml) and the resulting suspension is stirred at room temperature for 20 minutes. After this time (2-bromoethoxy)benzene (298 mg, 1.484 mmol) is added and the reaction is stirred at room temperature for 18 hours. Dilution with EtOAc (50 ml) and washing with water (25 ml×2), saturated NaHCO3 (25 ml) and brine (25 ml), drying over MgSO4, concentration in vacuo and purification by chromatography (SiO2, EtOAc/iso-hexane) affords 1-(2-Phenoxy-ethyl)-1H-indole-4-carboxylic acid methyl ester; [M+H]+ 296
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697687B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-67bca9c2658348a78e58d38eaf6e398f |
| Source note | uspto-grants-2014_04 |