Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693066Generated: November 4, 2026

Trimethylamine → HCID 57458161, compound

https://huagongshe.com/reaction/1693066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylamineHCID 1146—
ReactantTrimethylsilyl cyanideHCID 82115—
ReactantHCID 66637270HCID 66637270—
SolventAcetonitrileHCID 6342—
ProductHCID 57458161HCID 5745816191.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 6-tert-butylquinoline 1-oxide (310 mg, 1.54 mmol), trimethylsilylcyanide (458 mg, 4.62 mmol), and trimethylamine (312 mg, 3.08 mmol) in acetonitrile (3 ml) was stirred for 15 minutes at 120° C. under microwave irradiation. The mixture was applied to a silica gel column and eluted with hexane/EtOAc (20:1) to furnish the title compound (295 mg, 91% yield) as a white solid. 1H NMR (300 MHz, CDCl3) δ 1.44 (9H, s), 7.68 (1H, d, J=8.8 Hz), 7.79 (1H, d, J=2.2 Hz), 7.94 (1H, d, J=2.2, 8.8 Hz), 8.11 (1H, d, J=8.8 Hz), 8.26 (1H, d, J=8.8 Hz). MS (ESI): m/z 211 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158650B2
Source datasetuspto-grants-2012_04
ORD IDord-7ecff011cad94a779a37ed0b8c56f9c7
Source noteuspto-grants-2012_04