HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 3-bromo-1-(3-(naphthalen-1-yloxy)propyl)-1h-indole-2-carboxylate → Ethyl 3-benzyl-1-(3-(naphthalen-1-yloxy)propyl)-1h-indole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 3-bromo-1-(3-(naphthalen-1-yloxy)propyl)-1h-indole-2-carboxylate | HCID 67316935 | — |
| Reactant | HCID 178419772 | HCID 178419772 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 3-benzyl-1-(3-(naphthalen-1-yloxy)propyl)-1h-indole-2-carboxylate | HCID 67316098 | — |
Reaction Steps
A mixture of EXAMPLE 31C (100 mg), 0.5M benzyl zinc(II) bromide in THF (1.32 mL) and (1,1′-bis(diphenylphosphino)ferrocene)dichloropalladium(II) (18 mg) in THF (2 mL) was stirred at 60° C. for 16 hours. The mixture was diluted with ethyl acetate, and the organic phase was washed with water and brine and dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash chromatography on silica gel with 0-8% ethyl acetate/hexanes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853209B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-ba0ab7c9df734c92bd7332df7cf1cb29 |
| Source note | uspto-grants-2014_10 |