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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 888896Generated: November 2, 2026

Ammonium Chloride → HCID 67302996, compound

https://huagongshe.com/reaction/888896

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantLithium borohydrideHCID 4148881—
ReactantHCID 86642248HCID 86642248—
SolventTetrahydrofuran-methanol waterHCID 66577907—
ProductHCID 67302996HCID 67302996124.6%

Reaction Steps

Under an argon atmosphere, a mixed solution of ethyl [4,4-dimethyl-3-oxo-2-(adamantan-2-yl)-1,2-diazetidin-1-yl]acetate (150 mg, 0.470 mmol) in tetrahydrofuran-methanol-water (10:1:1, 4 mL) was added with lithium borohydride (80.8 mg, 3.76 mmol) at room temperature, and the resultant was stirred at the same temperature for 1 hour. The reaction solution was added with a saturated aqueous solution of ammonium chloride, and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate, concentrated in vacuo, the obtained residue was purified using silica gel chromatography (hexane:ethyl acetate=2:1), and 4,4-dimethyl-1-(2-hydroxyethyl)-2-(adamantan-2-yl)-1,2-diazetidin-3-one (163 mg, 78.7%) was obtained as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252781B2
Source datasetuspto-grants-2012_08
ORD IDord-27cc1e94f028463ea754b3e3054b73f0
Source noteuspto-grants-2012_08