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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1506938Generated: October 31, 2026

Tryptophol → 3-(2-Bromoethyl)indole

https://huagongshe.com/reaction/1506938

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTryptopholHCID 10685—
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
SolventDichloromethaneHCID 6344—
Product3-(2-Bromoethyl)indoleHCID 7692488.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

2-(indol-3-yl)ethanol (623 mg, 3.86 mmol) was dissolved in dichloromethane (20 mL) and the solution was cooled to 0° C. Triphenylphosphine (1.12 g, 4.25 mmol) and tetra-bromomethane (1.41 g, 4.25 mmol) were then added thereto, followed by stirring for 1 hour. After the reaction was completed, the reaction mixture was concentrated under reduced pressure to remove the solvent. The resulting residue was purified by column chromatography to afford the title compound (765 mg, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221790B2
Source datasetuspto-grants-2015_12
ORD IDord-119f434f23da4adbb77969ba12056e97
Source noteuspto-grants-2015_12