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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173818Generated: November 2, 2026

Triphenylphosphine → HCID 67980793, compound

https://huagongshe.com/reaction/2173818

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant4-(4-Trifluoromethylphenyl)phenolHCID 15541180—
ReactantHCID 67981010HCID 67981010—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67980793HCID 67980793—

Reaction Steps

To a 0° C. solution of 4′-(trifluoromethyl)biphenyl-4-ol (133 mg, 0.56 mmol), methyl 6-(1-hydroxy-3-methylbutyl)nicotinate (150 mg, 0.67 mmol) and triphenylphosphine (147 mg, 0.56 mmol) in tetrahydrofuran (2 mL) was added diisopropyl azodicarboxylate (113 mg, 0.56 mmol). The reaction was stirred at room temperature overnight. The reaction was washed with brine (10 mL), dried over sodium sulfate, filtered and concentrated. Purification by column chromatography gave methyl 6-(3-methyl-1-(4′-(trifluoromethyl)biphenyl-4-yloxy)butyl)nicotinate. 1H NMR (400 MHz, CDCl3, δ): 9.19 (s, 1H), 8.25-8.23 (d, 1H), 7.63-7.61 (d, 2H), 7.58-7.56 (d, 2H), 7.49-7.47 (d, 1H), 7.44-7.43 (d, 2H), 6.93-6.90 (d, 2H), 5.40-5.37 (m, 1H), 3.93 (s, 3H), 2.00-1.93 (m, 2H), 1.75-1.70 (m, 1H), 1.03-0.96 (m, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056834B2
Source datasetuspto-grants-2015_06
ORD IDord-ec08e985ec6c4438ab57eaa9cf2ab353
Source noteuspto-grants-2015_06