Ethanol → HCID 3045156, compound

HRID 1870659Notes

Reaction equation

HRID 1870659 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-ef96bbeecaa9409ab6e7a51de2ea658c
Source dataset
uspto-grants-2000_08
Patent number
US06096753

Reaction notes

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