HuagongsheHuagongshe Chemistry Print Report · For research reference only
Orcinol → ethyl 7-bromo-3-(3-(3-hydroxy-5-methylphenoxy)propyl)-1H-indole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Orcinol | HCID 10436 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Dibenzyl azodicarboxylate | HCID 5387121 | — |
| Reactant | ethyl 7-bromo-3-(3-(naphthalen-1-yloxy)propyl)-1H-indole-2-carboxylate | HCID 68938945 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | ethyl 7-bromo-3-(3-(3-hydroxy-5-methylphenoxy)propyl)-1H-indole-2-carboxylate | HCID 68939274 | — |
Reaction Steps
A suspension of ethyl 7-bromo-3-(3-hydroxypropyl)-1H-indole-2-carboxylate (EXAMPLE 1C) (0.9 g), 5-methylbenzene-1,3-diol (1.028 g), triphenylphosphine (0.868 g), dibenzylazodicarboxylate (0.762 g) and tetrahydrofuran (40 ml) was stirred at room temperature for 19 hours. After removal of the solvent, the crude product was purified by flash chromatography silica gel, (Analogix, SF65-200 g) eluting with 0-10% ethyl acetate in hexane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445679B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-edb808d9af42418780e96f838ef40df1 |
| Source note | uspto-grants-2013_05 |