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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095066Generated: November 2, 2026

Potassium Carbonate → 4-(2-Formyl-4-iodo-phenoxymethyl)-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1095066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-IodosalicylaldehydeHCID 252612—
Reactanttert-Butyl 4-(bromomethyl)piperidine-1-carboxylateHCID 15512811—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-(2-Formyl-4-iodo-phenoxymethyl)-piperidine-1-carboxylic acid tert-butyl esterHCID 5774316363%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 5-iodosalicylaldehyde (2 g, 8.2 mmol) (Aldrich) in N,N-dimethylformamide (20 mL) was added anhydrous K2CO3 (1.15 g, 8.2 mmol), and 4-bromomethyl-piperidine -1-carboxylic acid tert-butyl ester (2.3 g, 8.2 mmol, Pharmacore). The reaction mixture was heated at 60° C. for 18 h. The crude was cooled to room temperature, diluted with ethyl acetate, washed with water, brine. The organic layer was separated, dried over MgSO4, concentrated to give 4-(2-formyl-4-iodo-phenoxymethyl)-piperidine-1-carboxylic acid tert-butyl ester (Yield 2.3 g, 63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08134001B2
Source datasetuspto-grants-2012_03
ORD IDord-af5f65185357411ead3f1547b498ad26
Source noteuspto-grants-2012_03