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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606172Generated: October 30, 2026

Water → HCID 178450421, compound

https://huagongshe.com/reaction/606172

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 numberUS07915274B2
Source datasetuspto-grants-2011_03
ORD IDord-30693c26f80c4bf6be310bb1ae884d78
Source noteuspto-grants-2011_03