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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2084772Generated: October 29, 2026

Trimethylsilyl cyanide → HCID 22734441, compound

https://huagongshe.com/reaction/2084772

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyl cyanideHCID 82115—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 12110020HCID 12110020—
ReactantHCID 22734123HCID 22734123—
SolventDichloromethaneHCID 6344—
ProductHCID 22734441HCID 2273444123.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution (70 ml) obtained in Step A of Example 45 of Compound 45a (2.5 g) in methylene chloride was cooled to 0° C. and then trimethylsilylcyanide (5.4 ml) and boron trifluoride ether complex (2.5 ml) were successively added thereto, followed by stirring at 0° C. for 2 hours. The reaction solution was poured into a saturated aqueous solution of sodium bicarbonate and the mixture was extracted with chloroform. The organic layer was washed with a saturated saline and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=30/1) to give Compound 63 (0.61 g, 23.8%) as pale-yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06716987B1
Source datasetuspto-grants-2004_04
ORD IDord-95306a071df143738f9f0a1e8b1080b6
Source noteuspto-grants-2004_04