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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 982364Generated: October 30, 2026

Formaldehyde → 1-(5-Methyl-2-furanyl)methyl-4-(4-methylsulfonylaminobenzoyl)piperidine

https://huagongshe.com/reaction/982364

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactant2-MethylfuranHCID 10797—
ReactantSodium HydroxideHCID 14798—
Reactant4-(4-Methylsulfonylaminobenzoyl)piperidineHCID 14130041—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product1-(5-Methyl-2-furanyl)methyl-4-(4-methylsulfonylaminobenzoyl)piperidineHCID 1413005470%

Reaction Conditions

Temperature90 °C

Reaction Steps

1.88 ml of formalin and 1.07 g of methylfuran were added to a mixture of 4.43 g (15.7 mmol) of 4-(4-methylsulfonylaminobenzoyl)piperidine in free form obtained in Example 17, 1.57 ml of glacial acetic acid and 10 ml of water and the obtained mixture was stirred at 90° C. for 2 h. After cooling, the mixture was neutralized with a 20% aqueous sodium hydroxide solution and extracted with dichloromethane. The organic layer was washed with water and a saturated aqueous common salt solution, dried over magnesium sulfate and concentrated. The solid residue was recrystallized from ethanol/methanol to obtain 4.16 g (yield: 70%) of the intended compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04996215
Source datasetuspto-grants-1991_02
ORD IDord-d7eeb61773e14e6892b722251f6c3837
Source noteuspto-grants-1991_02