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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1160922Generated: October 30, 2026

Tributylphosphine → HCID 86615988, compound

https://huagongshe.com/reaction/1160922

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant6-Chloro-5-methylpyridin-3-olHCID 12852015—
ReactantHCID 59518034HCID 59518034—
SolventTolueneHCID 1140—
ProductHCID 86615988HCID 86615988—

Reaction Steps

To a solution of 4-(1-hydroxy-3,3-dimethyl-butyl)-benzoic acid methyl ester (450 mg, 1.91 mmol) in toluene (19 mL) is added 1,1′-(azodicarbonyl)dipiperidine (ADDP, 722 mg, 2.86 mmol) at 0° C., followed by the additions of tributylphosphine (0.71 mL, 2.86 mmol) and 6-chloro-5-methyl-pyridin-3-ol (327 mg, 2.29 mmol). The reaction mixture is warmed up to room temperature and stirred overnight. The mixture is loaded on silica gel, eluted with hexanes with a gradient from 0% of ethyl acetate to 50% of ethyl acetate giving the titled compound (440 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816557B2
Source datasetuspto-grants-2010_10
ORD IDord-c0d1a27af83342eea1df11e761ff9f0e
Source noteuspto-grants-2010_10