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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 444944Generated: October 29, 2026

Trimethylsilyl cyanide → 3,3,3-Trifluoro-2-(4-methoxybenzylamino)-2-methyl propanenitrile

https://huagongshe.com/reaction/444944

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyl cyanideHCID 82115—
ReactantMagnesium BromideHCID 82241—
ReactantSodium BicarbonateHCID 516892—
Reactant1-(4-methoxyphenyl)-N-(1,1,1-trifluoropropan-2-ylidene)methanamineHCID 86657670—
SolventDichloromethaneHCID 6344—
Product3,3,3-Trifluoro-2-(4-methoxybenzylamino)-2-methyl propanenitrileHCID 86657671—

Reaction Steps

To a cooled (0° C.) solution of 1-(4-methoxyphenyl)-N-(1,1,1-trifluoropropan-2-ylidene)methanamine (4.41 g, 19.07 mmol) in DCM (100 ml) was added cyanotrimethylsilane (2.84 g, 28.6 mmol) and magnesium bromide. The mixture was stirred at RT for 90 h and then diluted with sat. NaHCO3 (200 ml). After stirring at RT for 1 h, the organic phase was separated, washed with a further portion of sat. NaHCO3 (100 ml), dried over MgSO4 and concentrated in vacuo to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476269B2
Source datasetuspto-grants-2013_07
ORD IDord-93043912563d44eb97ae1cff70cfdf88
Source noteuspto-grants-2013_07