Sodium Hydroxide → HCID 54408828, compound

HRID 1283280Notes

Reaction equation

HRID 1283280 reaction equation
C([O:3][C:4]([C:6]1[CH:19]=[CH:18][C:9]([CH:10]=[CH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)=[CH:8][CH:7]=1)=O)C.[OH-].[Na+]>CCOCC>[OH:3][CH2:4][C:6]1[CH:7]=[CH:8][C:9]([CH:10]=[CH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 3157047HCID 3157047, compound

Product 1

HCID 54408828HCID 54408828, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Sodium dihydro bis (2-methoxyethoxy) aluminate (7.25 g. 0.025 m) was added dropwise to a solution of 2-(4-ethoxycarbonylstyryl) pyridine (6.35 g 0.25 m) in 100 ml dry ether. The mixture was stirred for 3 hours at room temperature followed by gently refluxing for a further 3 hours. On cooling, 20% sodium hydroxide solution was added to the reaction mixture. The ether layer was separated and dried over anhydrous magnesium sulphate. The solvent was removed by rotary evaporation and the solid which was removed was recrystallised from ethanol. The product was identified and shown to be pure by G.L.C. I.R. N.M.R. and analysis.

Workup

  1. temperatureby gently refluxing for a further 3 hours
  2. temperatureOn cooling
  3. customThe ether layer was separated
  4. dry with materialdried over anhydrous magnesium sulphate
  5. customThe solvent was removed by rotary evaporation
  6. customthe solid which was removed
  7. customwas recrystallised from ethanol

Sources & evidence

ORD record
ord-fafcf4613f5f46e18f5a9c42ff94c66b
Source dataset
uspto-grants-1976_08
Patent number
US03974282

Reaction notes

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