Ethanol → HCID 3045156, compound

HRID 2229768Notes

Reaction equation

HRID 2229768 reaction equation
[CH3:1][C:2]([CH3:7])([CH3:6])[C:3](=[O:5])[CH3:4].[N:8]1[CH:13]=[CH:12][C:11]([CH:14]=O)=[CH:10][CH:9]=1.C(O)C.[OH-].[Na+]>ClCCl>[C:2]([C:3](=[O:5])[CH:4]=[CH:14][C:11]1[CH:12]=[CH:13][N:8]=[CH:9][CH:10]=1)([CH3:7])([CH3:6])[CH3:1]

Participants

6

Reactant 4

HCID 702EthanolHCID 6416PinacoloneHCID 133894-PyridinecarboxaldehydeHCID 14798Sodium Hydroxide

Product 1

HCID 3045156HCID 3045156, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 3,3-dimethyl-2-butanone (2.5 ml, 20.0 mmol), 4-pyridinecarboxaldehyde (2.15 ml, 22.3 mmol), ethanol (7.6 ml), and 4.5% aqueous sodium hydroxide (4.6 ml) was kept at room temperature for 12 h. It was diluted with dichloromethane, washed with aqueous hydrochloric acid and water, dried and evaporated. Subsequent column chromatography (hexane-ethyl acetate=3:1) provided the title compound. MS (m/z): 190.4 (M+H)+; C12H15NO requir.189.3.

Workup

  1. washwashed with aqueous hydrochloric acid and water
  2. customdried
  3. customevaporated

Sources & evidence

ORD record
ord-771a592e9784449b950d42b34ef108f5
Source dataset
uspto-grants-2002_07
Patent number
US06420385B1

Reaction notes

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