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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925319Generated: October 26, 2026

Carbon tetrabromide → HCID 86699391, compound

https://huagongshe.com/reaction/925319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant2-(5,6-Dichloro-2-(triethylsilyl)-1H-indol-3-yl)ethanolHCID 67973323—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86699391HCID 8669939127.2%

Reaction Steps

3-(2-bromoethyl)-5,6-dichloro-2-(triethylsilyl)-1H-indole was prepared according to method D Step III with 2-(5,6-dichloro-2-(triethylsilyl)-1H-indol-3-yl)ethanol (1.7 g; 4.94 mmol) in THF (6 mL) and triphenyl phosphine (2.59 g; 9.87 mmol) and perbromomethane (3.27 g; 9.87 mmol) in THF (40 mL) pre-stirred for 30 minutes. The crude mixture was purified by flash chromatography on silica gel (eluent 2 to 20% ethyl acetate in heptane) to yield 0.548 g (27%) of 3-(2-bromoethyl)-5,6-dichloro-2-(triethylsilyl)-1H-indole as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284271B2
Source datasetuspto-grants-2016_03
ORD IDord-f4b6a5480d954e3fb9ba20563f8568c6
Source noteuspto-grants-2016_03