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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 70573Generated: October 29, 2026

Water → HCID 22165625, compound

https://huagongshe.com/reaction/70573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant4-(4-Bromophenyl)butan-1-olHCID 28296156—
SolventDimethylformamideHCID 6228—
ProductHCID 22165625HCID 2216562588%

Reaction Steps

Sodium hydride (purity: 55%, 434 mg) and methyl iodide (0.62 mL) were added to a solution of 4-(4-bromophenyl)butan-1-ol obtained in Reference Example 5-21(1) in N,N-dimethylformamide (30 mL) under ice-cooling, and the mixture was stirred at room temperature for 7.5 hours. Water was added to the reaction solution, followed by extraction with a mixture of hexane-ethyl acetate (1:1). The organic layer was dried over sodium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=50:1→20:1→10:1) to give the title compound (1.06 g, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822503B2
Source datasetuspto-grants-2014_09
ORD IDord-d7d330592b29492e9fc3bd3ebed49a6a
Source noteuspto-grants-2014_09