Methanol → Sodium Methoxide

HRID 1833858Notes

Reaction equation

HRID 1833858 reaction equation
[H-].[Na+:2].Cl[C:4]1[CH:16]=[C:15](Cl)[CH:14]=[CH:13][C:5]=1[CH2:6][C:7]1[N:8]=[N:9][CH:10]=[CH:11][CH:12]=1.[CH3:18][OH:19]>>[CH3:18][O-:19].[Na+:2].[CH3:18][O:19][CH:6]([C:7]1[N:8]=[N:9][CH:10]=[CH:11][CH:12]=1)[C:5]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:4]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 24758Sodium hydrideHCID 21387569HCID 21387569, compound

Product 2

HCID 10942334Sodium MethoxideHCID 15684250HCID 15684250, compound

Procedure

A solution of sodium methoxide was prepared by the addition of sodium hydride (0.72 g.) to methanol (25 ml.). (±) 3-α-Chlorobenzylpyridazine (prepared as described in Example 2) (4.1 g.) was heated at reflux in this solution for 2 hours and the mixture was evaporated to dryness. The residue was dissolved in a mixture of diethyl ether and water and the ethereal layer was separated, dried over sodium sulphate and evaporated to give a brown oil. Distillation of this oil gave (±) 3-α-methoxybenzylpyridazine (1.8 g.), b.p. 140°-180° C./0.2-0.4 mm.Hg.

Workup

  1. temperatureat reflux in this solution for 2 hours
  2. customthe mixture was evaporated to dryness
  3. dissolutionThe residue was dissolved in a mixture of diethyl ether and water
  4. customthe ethereal layer was separated
  5. dry with materialdried over sodium sulphate
  6. customevaporated
  7. customto give a brown oil
  8. distillationDistillation of this oil

Sources & evidence

ORD record
ord-f4cea04706ea45b78a789c209f2a33a4
Source dataset
uspto-grants-1978_01
Patent number
US04067723

Reaction notes

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