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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1274874Generated: November 1, 2026

Diethyl Ether → HCID 22118288, compound

https://huagongshe.com/reaction/1274874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DiiodobutaneHCID 12337—
ReactantEthyl 4-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-1,3-oxazin-3-yl)-4-methyl-3-oxo-pentanoateHCID 22118254—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 22118288HCID 22118288—

Reaction Steps

A mixture of ethyl 4-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-4-methyl-3-oxo-pentanoate (0.5 g), 1,4-diiodobutane(0.23 ml) and potassium carbonate(1.0 g) was stirred in dimethylsulphoxide at 20° C. for 12 hours. The mixture was diluted (ether), washed (brine), dried (MgSO4), evaporated and the residue purified by column chromatography (ethyl acetate/hexane 1:3) to give ethyl 4-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-(4'-iodobutyl)-4-methyl-3-oxo-pentanoate (0.3 g), NMR 1.24(3H, t), 1.3-1.4(2H, m), 1.43((3H, s), 1.48(3H, s), 1.7-2.0(7H, m), 3.12(2H, t), 3.8-3.9(1H, m), 4.1-4.2(2H, m), 5.28(2H, d), 7.2-7.4(5H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06159902
Source datasetuspto-grants-2000_12
ORD IDord-646e96fad81743c1afb3b5b86544c806
Source noteuspto-grants-2000_12