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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1006864Generated: October 30, 2026

Dimethylformamide → HCID 22503528, compound

https://huagongshe.com/reaction/1006864

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant2-BromobenzaldehydeHCID 81129—
ReactantHex-5-ynyloxymethyl-benzeneHCID 563182—
ProductHCID 22503528HCID 22503528—

Reaction Steps

6-Benzyloxy-1-hexyne (5.60 g) and 2-bromo-benzaldehyde (2.90 g) were reacted in dimethylformamide (30 ml), in the presence of dichloro-bis-triphenylphosphinepalladium (0.40 g), cuprous iodide (0.20 g) and triethylamine (2.5 ml) in nitrogen atmosphere at 50° C. for 6 hr. The resulting reaction solution was evaporated, and ethyl acetate and water were added to the resulting residue. The resulting organic layer was washed with water and brine, and dried over magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system), to give 2.60 g of the title compound as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06790844B2
Source datasetuspto-grants-2004_09
ORD IDord-ea649933efa84de88ef2f99d4559ae70
Source noteuspto-grants-2004_09