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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1976792Generated: October 31, 2026

Water → HCID 21998708, compound

https://huagongshe.com/reaction/1976792

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBoron tribromideHCID 25134—
ReactantHCID 21998712HCID 21998712—
SolventDichloromethaneHCID 6344—
ProductHCID 21998708HCID 2199870813.4%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06228868B1
Source datasetuspto-grants-2001_05
ORD IDord-2be63a7246964ac5802efb9d102a1456
Source noteuspto-grants-2001_05