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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1979085Generated: October 31, 2026

Methylglyoxal → HCID 10584590, compound

https://huagongshe.com/reaction/1979085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylglyoxalHCID 880—
Reactant4-Amino-2,2,6,6-tetramethylpiperidineHCID 37524—
Solventtert-Butyl methyl etherHCID 15413—
ProductHCID 10584590HCID 1058459071.3%

Reaction Steps

To a solution of pyruvaldehyde (40% w/w solution in water, 2.68 mL, 3.16 g, 17.5 mmol) in 30 mL of TBME at room temperature was added dropwise 2,2,6,6-tetramethyl-4-amino-piperidine (2.0 mL, 2.19 g, 14.0 mmol). After 30 min, the solution was diluted with 50 mL of TBME and washed with 3×25 mL of water and 25 mL of brine. The solution was concentrated in vacuo to yield 2.1 g (71%) of the imine product which was used as such in the subsequent step: 1H NMR (CDCl3) δ 7.64 (1H, s), 3.70 (1H, tt, J=3.9, 11.6 Hz), 2.34 (3H, s), 1.61 (2H, dd, J=3.9, 13.0 Hz), 1.32 (2H, t, J=12.2 Hz), 1.21 (6H, s), 1.14 (6H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06239279B1
Source datasetuspto-grants-2001_05
ORD IDord-1555d47db9aa4d75bc3c374e82d46950
Source noteuspto-grants-2001_05