Sodium Methoxide → HCID 13564992, compound

HRID 236573Notes

Reaction equation

HRID 236573 reaction equation
[CH3:1][C:2]1[NH:3][C:4]([CH3:34])=[C:5]([C:25]([O:27][CH2:28][CH2:29][O:30]C(=O)C)=[O:26])[CH:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:7]=1[N+:8]([O-:10])=[O:9].C[O-].[Na+]>CO>[CH3:1][C:2]1[NH:3][C:4]([CH3:34])=[C:5]([C:25]([O:27][CH2:28][CH2:29][OH:30])=[O:26])[CH:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[O:17][CH2:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:7]=1[N+:8]([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 13564979HCID 13564979, compound

Product 1

HCID 13564992HCID 13564992, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1 g of β-acetoxy-ethyl 1,4-dihydro-2,6-dimethyl-3-nitro-4-(2-benzyloxyphenyl)-pyridine-5-carboxylate is suspended in 120 ml of absolute methanol, and 2 ml of 1 molar sodium methylate solution are added, a dark red solution soon being formed. When the reaction has ended (check by thin layer chromatography), the mixture is rendered neutral with Amberlite IR 120 H⊕ and filtered and the filtrate is concentrated. The solid evaporation residue is stirred with ethanol and filtered off with suction. 600 mg (65.8% of theory) of a yellow-colored compound of melting point 183°-185° C. are obtained.

Workup

  1. customa dark red solution soon being formed
  2. filtrationfiltered
  3. concentrationthe filtrate is concentrated
  4. customThe solid evaporation residue
  5. filtrationfiltered off with suction
  6. custom600 mg (65.8% of theory) of a yellow-colored compound of melting point 183°-185° C. are obtained

Sources & evidence

ORD record
ord-7b60ed84f6d44a6cacd10824bb944533
Source dataset
uspto-grants-1987_02
Patent number
US04645775

Reaction notes

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