HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-propyl-1H-indole → 1-([1,1'-biphenyl]-2-ylmethyl)-4-hydroxy-2-propyl-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-propyl-1H-indole | HCID 10641940 | — |
| Reactant | Boron tribromide dichloromethane | HCID 22277759 | — |
| Product | 1-([1,1'-biphenyl]-2-ylmethyl)-4-hydroxy-2-propyl-1H-indole | HCID 10854730 | 71.1% |
Reaction Steps
By the method used in Example 1, Part D, 1.16 g (3.27 mmol) of 1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-propyl-1H-indole was O-demethylated by treating it with 13 mL of 1M BBr3 /CH2Cl2. The crude product was chromatographed on silica gel and eluted with 20% EtOAc/hexane to give 794 mg (71% yield) of 1-([1,1'-biphenyl]-2-ylmethyl)-4-hydroxy-2-propyl-1H-indole as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05654326 |
| Source dataset | uspto-grants-1997_08 |
| ORD ID | ord-7617fd0de8434cd89ff9f60789d95b79 |
| Source note | uspto-grants-1997_08 |