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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626330Generated: October 25, 2026

Triphenylphosphine → HCID 178472394, compound

https://huagongshe.com/reaction/626330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant5-bromo-1H-indazoleHCID 761929—
ReactantDiethyl azodicarboxylateHCID 5462977—
ReactantHCID 178472487HCID 178472487—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178472394HCID 178472394—

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of 5-bromoindazole (5.00 g), ethyl trans-4-hydroxycyclohexanecarboxylate (8.73 g), triphenylphosphine (13.3 g) in THF (150 mL) was stirred at 0° C. for 15 minutes. To the reaction solution was added dropwise diethylazodicarboxylate (9.03 g) under nitrogen atmosphere at 0° C., and the mixture was stirred at 50° C. for 13 hours. Then, the solvent was removed out, and ethyl acetate (100 mL) and petroleum ether (30 mL) were added thereto. The mixture was stirred at room temperature for 2 hours. The reaction solution was filtered, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate:petroleum ether=1:80-1:15 as the eluting solvent) to give Compound Q14 (3.50 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309221B2
Source datasetuspto-grants-2016_04
ORD IDord-da0e3f3795c4481e9e82213e5cadc299
Source noteuspto-grants-2016_04