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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2036269Generated: November 4, 2026

Water → HCID 57828250, compound

https://huagongshe.com/reaction/2036269

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Hydroxy-1-naphthaldehydeHCID 344290—
Reactanttert-butyl N-(3-bromopropyl)carbamateHCID 4460490—
SolventDimethylformamideHCID 6228—
ProductHCID 57828250HCID 5782825072.1%

Reaction Steps

To a solution of 4-hydroxy-naphthalene-1-carbaldehyde (15.2 g, 58.1 mmol) in DMF (50 mL) at r.t. was added N-Boc 3-bromo-propylamine (15.2 g, 63.9 mmol), followed by potassium carbonate (12 g, 87.2 mmol). The reaction mixture was stirred at room temperature overnight. Water was added to the reaction mixture and extracted by CH2Cl2. The combined organic layers were washed with water, brine, dried over MgSO4, filtered, and concentrated. The residue was recrystallized from EtOAc/hexane to afford [3-(4-formyl-naphthalen-1-yloxy)-propyl]carbamic acid tert-butyl ester (13.8 g, 72%) as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575176B2
Source datasetuspto-grants-2013_11
ORD IDord-a15cb50047ae43619a9a868329c027f6
Source noteuspto-grants-2013_11