HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl bromoacetate → 3-(4-Chlorophenoxy)-5-fluoro-2-methyl-1H-indole-1-acetic acid, ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-(4-chlorophenoxy)-5-fluoro-2-methyl-1H-indole | HCID 11701803 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(4-Chlorophenoxy)-5-fluoro-2-methyl-1H-indole-1-acetic acid, ethyl ester | HCID 11639112 | — |
Reaction Steps
Sodium hydride (60% disp. in oil) (0.12 g) was added portionwise to a stirred solution of the product from step (i) (0.75 g) in DMF (10 ml) at RT. After 10 min, ethylbromoacetate (345 ul) was added, the mixture stirred at RT for 3 h then quenched with water and extracted with diethylether. The organics were washed with water, dried and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with 15% ethylacetate/iso-hexane. Yield 0.38 g
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709521B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-98599851cedc4c0681ce216a1ddf37e1 |
| Source note | uspto-grants-2010_05 |