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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513202Generated: October 30, 2026

Triphenylphosphine → Ethyl 5-bromo-1-{2-[4-(trifluoromethoxy)phenoxy]ethyl}-1H-indole-2-carboxylate

https://huagongshe.com/reaction/513202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantEthyl 5-Bromoindole-2-carboxylateHCID 259091—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant2-[4-(Trifluoromethoxy)phenoxy]ethanolHCID 21108617—
SolventTolueneHCID 1140—
ProductEthyl 5-bromo-1-{2-[4-(trifluoromethoxy)phenoxy]ethyl}-1H-indole-2-carboxylateHCID 7121259353.8%

Reaction Steps

To a solution of ethyl 5-bromo-1H-indole-2-carboxylate (1.7 g, 6.3 mmol), 2-[4-(trifluoromethoxy)phenoxy]ethanol (1.7 g, 7.6 mmol) and triphenylphosphine (3.3 g, 12.7 mmol) in toluene (20 ml) was added DIAD (1.85 ml, 9.5 mmol) dropwise at 0° C. The mixture was left to warm up to RT and stirred overnight. The mixture was then concentrated in vacuo. The residue was purified on silica gel (0-20% EtOAc in hexanes) to yield the title product (1.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102673B2
Source datasetuspto-grants-2015_08
ORD IDord-8d0f983731fd41b9bce3314c0501cbf9
Source noteuspto-grants-2015_08