HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-methyl-1H-indole → 1-([1,1'-biphenyl]-2-ylmethyl)-4-hydroxy-2-methyl-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-methyl-1H-indole | HCID 10734991 | — |
| Solvent | Boron tribromide dichloromethane | HCID 22277759 | — |
| Product | 1-([1,1'-biphenyl]-2-ylmethyl)-4-hydroxy-2-methyl-1H-indole | HCID 10805153 | 55% |
Reaction Steps
By the method used in Example 1, Part D, 1.6 g (4.9 mmol) of 1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-methyl-1H-indole was O-demethylated by treating it with 20 mL of 1M BBr3 /CH2Cl2. The crude product was chromatographed on silica gel and eluted with 20% EtOAc/hexane to give 841 mg (55% yield) of 1-([1,1'-biphenyl]-2-ylmethyl)-4-hydroxy-2-methyl-1H-indole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05919810 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-46f381dad35342a580586188d028f88a |
| Source note | uspto-grants-1999_07 |