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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1160914Generated: November 2, 2026

Tributylphosphine → 4-[1-(4-Bromo-3-[1,3]dioxan-2-yl-phenoxy)-3-methyl-butyl]-benzoic acid methyl ester

https://huagongshe.com/reaction/1160914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant4-Bromo-3-[1,3]dioxan-2-yl-phenolHCID 21573146—
ReactantMethyl 4-(1-hydroxy-3-methylbutyl)benzoateHCID 59518172—
SolventTolueneHCID 1140—
Product4-[1-(4-Bromo-3-[1,3]dioxan-2-yl-phenoxy)-3-methyl-butyl]-benzoic acid methyl esterHCID 67153378—

Reaction Steps

To a solution of 4-(1-hydroxy-3-methyl-butyl)-benzoic acid methyl ester (1600 mg, 7.21 mmol) in toluene (72 mL) is added 1,1′-(azodicarbonyl)dipiperidine (ADDP, 2728 mg, 10.81 mmol) at 0° C., followed by the additions of tributylphosphine (2.69 mL, 10.81 mmol) and 4-bromo-3-[1,3]dioxan-2-yl-phenol (2240 mg, 8.65 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 (1000 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816557B2
Source datasetuspto-grants-2010_10
ORD IDord-5022f146b97942088a9c861f2cae00bd
Source noteuspto-grants-2010_10