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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922436Generated: October 31, 2026

Dimethylformamide → HCID 86707861, compound

https://huagongshe.com/reaction/922436

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 68309708HCID 68309708—
SolventWaterHCID 962—
ProductHCID 86707861HCID 8670786173.6%

Reaction Steps

To a mixture of tert-butyl cyclopropyl[1-(4-hydroxy2-naphthyl)ethyl]carbamate (43 mg) and potassium carbonate (27 mg) was added N,N-dimethylformamide (2.0 mL), and then thereto added methyl iodide (0.016 mL), and the mixture was stirred at room temperature for 4 hours. After cooling, to the reaction solution was added water, and the mixture was extracted with ethyl acetate. The organic layer was sequentially washed with water twice and saturated saline, dried over sodium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=10/1→4/1) to give tert-butyl cyclopropyl[1-(4-methoxy-2-naphthyl)ethyl]carbamate [REx(4-1)] (33 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278944B2
Source datasetuspto-grants-2016_03
ORD IDord-b88d5eda34e34a9b835f330c888e9800
Source noteuspto-grants-2016_03