HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 21998708, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 21998712 | HCID 21998712 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 21998708 | HCID 21998708 | 13.4% |
Reaction Steps
A solution of 5-benzyloxy-1-(2,2,2-trifluoroethyl)indole (1.56 g, 4.09 mmol) in dichloromethane (10 mL) at 0° C. was treated dropwise with 1M BBr3 in dichloromethane(5.73 mL, 5.73 mmol), stirred for 2 hours, transferred to 2:1:1 water/10% NaHCO3/brine (100 mL), and extracted with ethyl acetate (100 mL). The extract was washed with brine (40 mL), dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash column chromatography with 9:1 hexane/ethyl acetate to provide 118 mg of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06228868B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-2be63a7246964ac5802efb9d102a1456 |
| Source note | uspto-grants-2001_05 |