Methylglyoxal → HCID 21202930, compound

HRID 1417056Notes

Reaction equation

HRID 1417056 reaction equation
[CH:1](=O)[C:2]([CH3:4])=[O:3].[NH2:6][CH:7]1[CH2:12][CH2:11][N:10]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:9][CH2:8]1>CCOCC>[CH2:13]([N:10]1[CH2:11][CH2:12][CH:7]([N:6]=[CH:1][C:2](=[O:3])[CH3:4])[CH2:8][CH2:9]1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 880MethylglyoxalHCID 4158521-Benzyl-4-piperidylamine

Product 1

HCID 21202930HCID 21202930, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of pyruvaldehyde (40% w/w solution in water, 0.49 mL, 0.57 g, 3.19 mmol) in 10 mL of Et2O at room temperature was added dropwise 4-amino-1-benzylpiperidine (0.5 mL, 0.46 g, 2.45 mmol). After 20 min, the solution was diluted with 40 mL of Et2O and washed with 2×5 mL of water. The solution was concentrated in vacuo to yield the imine product which was used as such in the subsequent step: 1H NMR (CDCl3) δ7.62 (1H, s), 7.29 (5H, m), 3.53 (2H, s), 3.28 (1H, m), 2.91 (2H, m), 2.38 (3H, s), 2.15 (2H, m), 1.84 (2H, m), 1.69 (2H, m)

Workup

  1. washwashed with 2×5 mL of water
  2. concentrationThe solution was concentrated in vacuo

Sources & evidence

ORD record
ord-f841c63cc88844f899254b8100ab89b2
Source dataset
uspto-grants-1999_06
Patent number
US05917043

Reaction notes

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