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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 337582Generated: October 30, 2026

Dimethylformamide → HCID 59817741, compound

https://huagongshe.com/reaction/337582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantIndole-3-CarboxaldehydeHCID 10256—
ReactantSodium hydrideHCID 24758—
Reactant1-Bromo-3-methoxypropaneHCID 524551—
SolventDiethyl EtherHCID 3283—
ProductHCID 59817741HCID 59817741—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a DMF (0.1 M) solution of indole-3-carbaldehyde (1 eq) was added sodium hydride (60% (w/w) dispersion in oil, 1.1 eq.) at 0° C. followed by 1-bromo-3-methoxypropane (1.5 eq.). The reaction mixture was stirred at 50° C. for 4 h. The mixture was then diluted with ether, washed with water and brine, dried over MgSO4, filtered and the filtrate concentrated in vacuo. Purification of the crude product thus obtained by way of flash chromatography (SiO2, 1:1 (v/v) Hex:EtOAc→EtOAc) afforded the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889714B2
Source datasetuspto-grants-2014_11
ORD IDord-5fd8e3ad165d4484a637a54c57cdeed6
Source noteuspto-grants-2014_11