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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 549582Generated: October 30, 2026

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

https://huagongshe.com/reaction/549582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsobutanolHCID 6560—
ReactantTributylphosphineHCID 13831—
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-Isobutoxy-5-(3-morpholin-4-yl-prop-1-ynyl)-phenylsulfanyl]-2-methyl-phenoxy}-acetic Acid Ethyl EsterHCID 67169799—

Reaction Steps

{4-[3-Hydroxy-5-(3-morpholin-4-yl-prop-1-ynyl)-phenylsulfanyl]-2-methylphenoxy}-acetic acid ethyl ester (250 mg; 0.57 mmol), 2-methyl-propan-1-ol (0.078 mL; 0.85 mmol) and tributylphosphine (0.31 mL; 1.25 mmol) were dissolved in THF (15 mL) in a dried reaction flask under an atmosphere of nitrogen. 1,1′-(Azodicarbonyl)dipiperidine (0.31 g; 1.25 mmol) was dissolved in THF (10 mL) and added to the reaction mixture. After stirring for 16 h the reaction mixture was evaporated to dryness and purified by prep. HPLC (method B). Yield: 200 mg. HPLC-MS: m/z: 498.1 (M+); Rt: 2.03 min

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943669B2
Source datasetuspto-grants-2011_05
ORD IDord-4232f68be190425b98294d441980e959
Source noteuspto-grants-2011_05