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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846352Generated: October 30, 2026

p-Toluenesulfonic acid → HCID 86659815, compound

https://huagongshe.com/reaction/1846352

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3,4-dihydro-2H-pyranHCID 8080—
Reactant6-Hydroxymethyl-nicotinic acid methyl esterHCID 789414—
SolventDichloromethaneHCID 6344—
ProductHCID 86659815HCID 8665981599.5%

Reaction Steps

Methyl 6-(hydroxymethyl)nicotinate (1.0 g, 6.0 mmol), 2,3-dihydropyran (1.5 mL, 16.5 mmol), and p-TsOH (1.14 g, 6.0 mmol) were combined in CH2Cl2 (100 mL) and stirred at room temperature for 18 hours. An additional 1 mL of 2,3-dihyropyran was added and the reaction was continued at room temperature for 24 hours. The reaction mixture was washed with water (200 mL), dried (MgSO4), filtered, and concentrated, to afford methyl 6-((tetrahydro-2H-pyran-2-yloxy)methyl)nicotinate (1.5 g, quantitative).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952021B2
Source datasetuspto-grants-2015_02
ORD IDord-b474f4972b34404aa783e8e0d97190f3
Source noteuspto-grants-2015_02