HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-cyclopropyl-4-methoxy-1-(phenylmethyl)-1H-indole → 2-cyclopropyl-4-hydroxy-1-(phenylmethyl)-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-cyclopropyl-4-methoxy-1-(phenylmethyl)-1H-indole | HCID 10516668 | — |
| Reactant | Boron tribromide dichloromethane | HCID 22277759 | — |
| Product | 2-cyclopropyl-4-hydroxy-1-(phenylmethyl)-1H-indole | HCID 10491805 | 52.2% |
Reaction Steps
By the method used in Example 1, Part D, 630 g (2.3 mmol) of 2-cyclopropyl-4-methoxy-1-(phenylmethyl)-1H-indole was O-demethylated by treating it with 9 mL of 1M BBr3 /CH2Cl2. The crude product was chromatographed on silica gel and eluted with 20% EtOAc/hexane to give 316 mg (52% yield) of 2-cyclopropyl-4-hydroxy-1-(phenylmethyl)-1H-indole as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05919943 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-225614b953784a94978984cd90f44c30 |
| Source note | uspto-grants-1999_07 |