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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 914826Generated: November 1, 2026

Water → HCID 178450421, compound

https://huagongshe.com/reaction/914826

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 18770705HCID 18770705—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 178450421HCID 17845042121%

Reaction Conditions

Temperature-78 °C

Reaction Steps

After dissolving 8.17 g of 2-amino-3-(tert-butoxy)propionamide in 150 ml of dichloromethane, 16.37 ml of triethylamine was added and the solution was cooled to −78° C., and then 4.10 ml of thionyl chloride was added dropwise while stirring at below −50° C. After stirring for 30 minutes, the temperature was raised to room temperature and stirring was continued overnight. Water was added to the reaction solution, and extraction was performed with dichloromethane. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and filtered with silica gel. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (solvent: n-hexane/ethyl acetate) to obtain the title compound (1.98 g, 21% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07265108B2
Source datasetuspto-grants-2007_09
ORD IDord-e239c92e238e49d39b27cd4e8a8585ea
Source noteuspto-grants-2007_09