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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1721184Generated: November 1, 2026

Ethyl Acetate → HCID 22416930, compound

https://huagongshe.com/reaction/1721184

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant3-AminophenolHCID 11568—
ReactantSodium hydrideHCID 24758—
ReactantHCID 22416869HCID 22416869—
ReactantHCID 22416899HCID 22416899—
SolventDimethylformamideHCID 6228—
ProductHCID 22416930HCID 22416930—

Reaction Steps

3-(6,7-dimethyl-2-quinolinylmethoxy)aniline: 0.35 g of NaH (95%) is added at 0° to a solution of 1.51 g of 3-aminophenol in 30 ml of DMF and then the batch is stirred for 30 min. at 0°. 2.8 g of 2-chloromethyl-6,7-dimethyl-quinoline in solid form are then added and the batch is stirred for a further one hour at 0° and for another hour at 20°. It is then diluted with ethyl acetate, washed with water, dried over Na2SO4 and concentrated by evaporation. The evaporation residue is chromatographed on 250 g of silica gel. The product-containing fractions eluted with toluene/ethyl acetate 95:5 and 9:1 are combined and concentrated by evaporation to give the title compound which is further purified by crystallisation from CH2Cl2 /ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05508408
Source datasetuspto-grants-1996_04
ORD IDord-d85fca0a683a4e8fa463119351a244b9
Source noteuspto-grants-1996_04