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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12933Generated: October 27, 2026

Hydrochloric Acid → HCID 24897936, compound

https://huagongshe.com/reaction/12933

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 21333162HCID 21333162—
Reactant4-But-2-ynyloxy-phenolHCID 22634045—
SolventMethanolHCID 887—
SolventDiethyl EtherHCID 3283—
ProductHCID 24897936HCID 2489793630%

Reaction Steps

To a solution of the product from step 1 (200 mg, 1.23 mmol) in MeOH (10 mL) was added piperidine ethyl chloride hydrochloride (227 mg, 1.23 mmol), and K2CO3 (679 mg, 4.92 mmol), and the resulting mixture was refluxed for 10 h. Solvent was removed in vacuo and the crude product was dissolved in EtOAc and partitioned with water. Organic layer was separated and dried over anhydroua Na2SO4. Solvent was removed in vacuo to obtain a thick oil, which was added 2M HCl in ether. Solvent was decanted and the solid was triturated with ether to obtain the title product (100 mg, 30%); MS m/z 274.4 (M+H) 99%: 1H NMR (DMSO-d6, 400 MHz) δ 1.39 (1H, m), 1.67-1.82 (8H, m), 2.97 (2H, m), 3.41-3.50 (1H, m), 3.75 (1H, br m), 4.31 (2H, d, J=5.2 Hz), 4.67 (2H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728032B2
Source datasetuspto-grants-2010_06
ORD IDord-9e4f6b917c0841efba7ace796dc89aef
Source noteuspto-grants-2010_06