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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 843731Generated: October 31, 2026

Ammonium Chloride → HCID 18734916, compound

https://huagongshe.com/reaction/843731

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantLithium HexamethyldisilazideHCID 2733832—
ReactantHCID 11057705HCID 11057705—
ProductHCID 18734916HCID 1873491656%

Reaction Conditions

Temperature-75 °C

Reaction Steps

To a solution of (s)-N-tert-butyldimethylsilyl-4 (2,2-dibromoethenyl)-2-azetidinone (0.63 g) was added lithium bis(trimethylsilyl)amide (3.75 ml, 1 mol solution in n-hexane) at −75° C. After stirring at −75° C. for 1 hour, a saturated aqueous NH4Cl solution was added and extracted with ethyl acetate. The extract was washed with water and brine, dried over MgSO4, and evaporated in vacuo. The residue was purified by chromatography on silica gel eluting with (diethyl ether:n-hexane=1:5) to give (S)-N-tert-butyldimethylsilyl-4-ethynyl-2-azetidinone (0.20 g) as an colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06380215B1
Source datasetuspto-grants-2002_04
ORD IDord-d0b05d1c05684ac5954b7825ed3e514e
Source noteuspto-grants-2002_04