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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615083Generated: October 31, 2026

Dimethylcarbamoyl Chloride → HCID 66786079, compound

https://huagongshe.com/reaction/1615083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylcarbamoyl ChlorideHCID 6598—
ReactantTrimethylsilyl cyanideHCID 82115—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 66785983HCID 66785983—
SolventChloroformHCID 6212—
ProductHCID 66786079HCID 6678607987%

Reaction Steps

To a solution of the crude 4-[5-(tert-butyldimethylsilanyloxy)-4-(tert-butyldimethylsilanyloxy-methyl)-pentyl]pyridine 1-oxide (0.43 g) prepared in (5) in chloroform (5 mL) were added trimethylsilyl cyanide (0.17 mL) and N,N-dimethylcarbamoyl chloride (0.12 mL). The reaction mixture was stirred at RT for 12 hr. Saturated aqueous NaHCO3 was added to the reaction mixture and the mixture was extracted with chloroform. The organic layer was dried over Na2SO4. The solvent was removed under reduced pressure. The residue was purified by silica gel chromatography (Developing solvent: hexane/ethyl acetate=9/1) to give the title compound (0.40 g, 87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765739B2
Source datasetuspto-grants-2014_07
ORD IDord-0a946f2b0c534b6d9d85e993ec8f6d99
Source noteuspto-grants-2014_07