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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922469Generated: October 30, 2026

Water → HCID 43394783, compound

https://huagongshe.com/reaction/922469

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyrroleHCID 8027—
ReactantSodium hydrideHCID 24758—
Reactant1-Bromo-3-methoxypropaneHCID 524551—
SolventDimethylformamideHCID 6228—
ProductHCID 43394783HCID 43394783363.9%

Reaction Steps

To a solution of 1H-pyrrole (5.0 g) in N,N-dimethylformamide (40 mL) was added drop by drop sodium hydride (3.58 g) under ice-cooling, and then the mixture was stirred at room temperature for 20 minutes. Then, thereto was added dropwise a solution of 1-bromo-3-methoxypropane (2.74 g) in N,N-dimethylformamide (2 mL) under ice-cooling, and the mixture was stirred at room temperature for 2 hours. To the reaction mixture was added water under ice-cooling, and then the mixture was extracted with diethyl ether. The organic layer was washed with 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=100/1→20/1) to give 1-(3-methoxypropyl)-1H-pyrrole [REx(105-1)] (9.07 g) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278944B2
Source datasetuspto-grants-2016_03
ORD IDord-91bbdfe8afd64060ba4e1c4d8cae55c8
Source noteuspto-grants-2016_03