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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942686Generated: November 1, 2026

Ethyl Acetate → 4-[2-Ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1-piperidinebutanoic acid ethyl ester

https://huagongshe.com/reaction/1942686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 4-bromobutyrateHCID 76300—
ReactantHCID 58494122HCID 58494122—
SolventDimethylformamideHCID 6228—
Product4-[2-Ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1-piperidinebutanoic acid ethyl esterHCID 5849416748.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 4-[2-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine (D119) (300 mg, 0.952 mmol) in N,N-Dimethylformamide (DMF) (10 mL) was added ethyl 4-bromobutanoate (0.272 mL, 1.903 mmol) and potassium carbonate (526 mg, 3.81 mmol). The reaction solution was heated to 60° C. overnight. Ethyl acetate was added and the resulting solution was washed with water, brine. The organic layer was dried over anhydrous Na2SO4 and concentrated to afford ethyl 4-{4-[2-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1-piperidinyl}butanoate (D121) (200 mg). MS (ES): C25H40BNO4 requires 429.3. found 430.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389508B2
Source datasetuspto-grants-2013_03
ORD IDord-2f34132c5a2346a9b8c7006275e1d7b1
Source noteuspto-grants-2013_03