HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron tribromide → 2-ethyl-5-hydroxy-1-(phenylmethyl)-1H-indole-3-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | 2-Ethyl-5-methoxy-1-(phenylmethyl)-1H-indole-3-acetamide | HCID 10615829 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-ethyl-5-hydroxy-1-(phenylmethyl)-1H-indole-3-acetamide | HCID 10542836 | 75.2% |
Reaction Steps
2-Ethyl-5-methoxy-1-(phenylmethyl)-1H-indole-3-acetamide (5.05 g, 15.7 mmol) and 47 mL of 1M BBr3 in 100 mL of methylene chloride was reacted as described in Example 56, Part C to give a product that was chromatographed on silica gel eluting with EtOAc to give 3.64 g (75% yield) of 2-ethyl-5-hydroxy-1-(phenylmethyl)-1H-indole-3-acetamide as a yellow foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06252084B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-4067022e1394400b91fe36065eae52bf |
| Source note | uspto-grants-2001_06 |