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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1969222Generated: November 1, 2026

Tributylphosphine → {4-[3-(4-Fluoro-benzyloxy)-5-(3-morpholin-4-yl-prop-1-ynyl)-phenylsulfanyl]-2-methyl-phenoxy}-acetic Acid Ethyl Ester

https://huagongshe.com/reaction/1969222

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant4-Fluorobenzylic alcoholHCID 68022—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant{4-[3-Hydroxy-5-(3-morpholin-4-yl-prop-1-ynyl)-phenylsulfanyl]-2-methyl-phenoxy}-acetic acid ethyl esterHCID 57791910—
SolventTetrahydrofuranHCID 8028—
Product{4-[3-(4-Fluoro-benzyloxy)-5-(3-morpholin-4-yl-prop-1-ynyl)-phenylsulfanyl]-2-methyl-phenoxy}-acetic Acid Ethyl EsterHCID 67170755—

Reaction Steps

{4-[3-Hydroxy-5-(3-morpholin-4-yl-prop-1-ynyl)-phenylsulfanyl]-2-methyl-phenoxy}-acetic acid ethyl ester (200 mg; 0.45 mmol), 4-fluorobenzylalcohol (85.7 mg; 0.68 mmol), tributylphosphine (0.27 mL; 1.36 mmol) and 1,1′-(azodicarbonyl)dipiperidine (0.34 g; 1.36 mmol) were dissolved in THF (15 mL) in a dried reaction flask under an atmosphere of nitrogen. After stirring for 1 h the reaction mixture was purified by prep. HPLC (method A). Yield: 200 mg. HPLC-MS: m/z: 550.3 (M+H); Rt: 2.00 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426473B2
Source datasetuspto-grants-2013_04
ORD IDord-bb7169c54069499a8b76ff5dd0e45319
Source noteuspto-grants-2013_04