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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57554Generated: October 30, 2026

Methyl iodide → N-methyl-N-(1-(4-nitrophenyl)piperidin-4-yl)acetamide

https://huagongshe.com/reaction/57554

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantN-(1-(4-nitrophenyl)piperidin-4-yl)acetamideHCID 49431107—
SolventTetrahydrofuranHCID 8028—
ProductN-methyl-N-(1-(4-nitrophenyl)piperidin-4-yl)acetamideHCID 60301838—

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of N-(1-(4-nitrophenyl)piperidin-4-yl)acetamide (568 mg, 2 mmol) in THF (15 mL) was added NaH (60%, 200 mg, 5 mmol) at room temperature. The reaction was stirred at 20° C. for 15 minutes. After that, iodomethane (300 mg, 4 mmol) was dropped into the reaction and stirred at 60° C. for 18 hours. The reaction was treated with sat. NH4Cl solution and extracted with n-BuOH, washed with brine, dried over Na2SO4 and concentrated to give yellow solid. MS (m/z): 278 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434726B2
Source datasetuspto-grants-2016_09
ORD IDord-3760e58dc1674a76bc78be6b5e0e1846
Source noteuspto-grants-2016_09