Propanal → HCID 66995125, compound

HRID 335137

Reaction equation

HRID 335137 reaction equation
[CH3:1][C:2]1[C:6]([N+:7]([O-:9])=O)=[C:5]([CH3:10])[O:4][N:3]=1.N1CC[CH2:14][CH2:13][CH2:12]1.C(=O)CC>CCO>[CH3:1][C:2]1[C:6]2=[N+:7]([O-:9])[C:13]([CH3:14])=[CH:12][CH:10]=[C:5]2[O:4][N:3]=1

Participants

5

Reactant 3

HCID 527PropanalHCID 8082PiperidineHCID 2614103,5-Dimethyl-4-nitroisoxazole

Product 1

HCID 66995125HCID 66995125, compoundYield 225%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

3,5-dimethyl-4-nitroisoxazole (2.50 g, 17.6 mmol) in 25 mL EtOH was dissolved. Piperidine (0.174 mL, 1.76 mmol) was added followed by propionaldehyde (1.52 mL, 21.1 mmol). The solution was heated at 90° C. overnight. The solution was concentrated and chromatographed using EtOAc to obtain the title compound (0.650 g, 22.5% yield).

Workup

  1. concentrationThe solution was concentrated
  2. customchromatographed

Sources & evidence

ORD record
ord-97d920ad523d4714be8f46d5b7eae3d2
Source dataset
uspto-grants-2014_11
Patent number
US08883828B2

Linked notes

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