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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 466778Generated: October 29, 2026

Iodine → HCID 57211612, compound

https://huagongshe.com/reaction/466778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodineHCID 807—
ReactantDiethylamineHCID 8021—
ReactantTrimethylsilyl iodideHCID 85247—
ReactantHCID 67914379HCID 67914379—
SolventEthanolHCID 702—
SolventDichloromethaneHCID 6344—
ProductHCID 57211612HCID 57211612101.4%

Reaction Conditions

Temperature-10 °C

Reaction Steps

0.3 g of (2R,5S)-2-benzyl-2,5-dihydro-3-ethoxy-5-isopropyl-6-methoxy-2-methylpyrazine was dissolved in 15 ml of absolute dichloromethane and cooled under argon to -10° C. Then 25 mg of iodine and 0.16 ml of trimethylsilyl iodide were added. After 3 h, the solution was allowed to warm to room temperature and was stirred at 22° C. for 14 h. 5 ml of ethanol and 5 ml of diethylamine were added and the mixture was then evaporated under reduced pressure and the residue was chromatographed on silica gel (ether, Rf=0.44). 0.29 g (91%) of (2R,5S)-2-benzyl-3-ethoxy-5-isopropyl-1,2,5,6-tetrahydro-2-methyl-6-pyrazinone, melting point 125° C., was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05157145
Source datasetuspto-grants-1992_10
ORD IDord-c163347669804a87ad44be743e89055e
Source noteuspto-grants-1992_10