Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202021Generated: October 29, 2026

3-Carboxybenzaldehyde → 3-{[4-(tert-Butoxycarbonyl)piperazin-1-yl]methyl}benzoic acid

https://huagongshe.com/reaction/2202021

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-CarboxybenzaldehydeHCID 12077—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
ReactantSodium cyanoborohydrideHCID 5003444—
SolventMethanolHCID 887—
Product3-{[4-(tert-Butoxycarbonyl)piperazin-1-yl]methyl}benzoic acidHCID 279552154.6%

Reaction Conditions

Temperature27 °C

Reaction Steps

The solution of 3-formylbenzoic acid (300 mg, 1.83 mmol) and tert-butyl piperazine-1-carboxylate (340 mg, 1.83 mmol) in MeOH (10 mL) was stirred at 27° C. for 1 h. Then NaBH3CN (138 mg, 2.19 mmol) was added to the solution and stirred at 27° C. for 6 h. The solution was concentrated and the residue was purified by column to give the title product (320 mg, Yield 50%). LCMS (m/z): 321.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365519B2
Source datasetuspto-grants-2016_06
ORD IDord-a4379c6632dc46bfbdf937f24b99efc6
Source noteuspto-grants-2016_06