HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-[(2,6-dichlorophenyl)methyl]-4-methoxy-2-methyl-1H-indole → 1-[(2,6-dichlorophenyl)methyl]-4-hydroxy-2-methyl-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-[(2,6-dichlorophenyl)methyl]-4-methoxy-2-methyl-1H-indole | HCID 10781938 | — |
| Reactant | Boron tribromide dichloromethane | HCID 22277759 | — |
| Product | 1-[(2,6-dichlorophenyl)methyl]-4-hydroxy-2-methyl-1H-indole | HCID 10590736 | 83.3% |
Reaction Steps
By the method used in Example 1, Part D, 1.08 g (3.38 mmol) of 1-[(2,6 dichlorophenyl)methyl]-4-methoxy-2-methyl-1H-indole was O-demethylated by treating it with 13.5 mL of 1M BBr3 /CH2Cl2 to give 862 mg (83% yield) of 1-[(2,6-dichlorophenyl)methyl]-4-hydroxy-2-methyl-1H-indole, after chromatography on silica gel (eluted with 20% EtOAc/hexane).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05733923 |
| Source dataset | uspto-grants-1998_03 |
| ORD ID | ord-996f0a7d980d4f7db95b5a7e4dbfa2a5 |
| Source note | uspto-grants-1998_03 |