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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2040844Generated: October 31, 2026

Water → N-Hydroxy-3-trimethylsilyl-prop-2-ynimidoyl chloride

https://huagongshe.com/reaction/2040844

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChlorosuccinimideHCID 31398—
Reactant3-Trimethylsilylprop-2-ynal oximeHCID 73165847—
SolventDimethylformamideHCID 6228—
ProductN-Hydroxy-3-trimethylsilyl-prop-2-ynimidoyl chlorideHCID 86662874—

Reaction Steps

To a solution of 3-trimethylsilylprop-2-ynal oxime (Carreira, Erick M.; Lohse-Fraefel, Nina, Organic Letters, Volume 7, Issue 10, 2005, Pages 2011-20141, 68 g, 11.9 mmol) in 11.9 mL of DMF stirred at r.t. was added N-chlorosuccinimide (1.99 g, 14.8 mmol). After 4 h stirring, the solution was poured into water and extracted with Et2O. After the usual work-up, the residue (2.09 g) was used as it was for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580962B2
Source datasetuspto-grants-2013_11
ORD IDord-ce61971d78644b359320d199c61a3595
Source noteuspto-grants-2013_11