Sodium Hydroxide → HCID 54292089, compound

HRID 2210885Notes

Reaction equation

HRID 2210885 reaction equation
[CH2:1]([N:13]1[N:17]=[N:16][C:15]([C:18](=[N:24][O:25][CH3:26])[C:19]([O:21]CC)=[O:20])=[N:14]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[OH-].[Na+]>C(O)C>[CH2:1]([N:13]1[N:17]=[N:16][C:15]([C:18](=[N:24][O:25][CH3:26])[C:19]([OH:21])=[O:20])=[N:14]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86749065HCID 86749065, compound

Product 1

HCID 54292089HCID 54292089, compoundYield 94.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The 2-(2-dodecyl-2H-tetrazol-5-yl)-2-methoxyiminoacetic acid, ethyl ester (20.1 g, 54.6 mmol) was dissolved in ethanol (200 mL) and treated with 2 equivalents of sodium hydroxide pellets (4.37 g, 110 mmol). Dissolution gradually occurred and the solution was stirred at room temperature for overnight. The ethanol was concentrated in vacuo and the viscous liquid was taken up in water and acidified (pH 3.0) with concentrated HCl. The product was extracted from the aqueous media with 2 portions of ethyl acetate, which were combined and washed with brine, dried (MgSO4), and filtered. The filtrate was concentrated in vacuo to give 17.5 g (94%) of 2-(2-dodecyl -2H-tetrazol-5-yl)-2-methoxyimino-acetic acid as a viscous liquid;

Workup

  1. dissolutionDissolution
  2. concentrationThe ethanol was concentrated in vacuo
  3. extractionThe product was extracted from the aqueous media with 2 portions of ethyl acetate, which
  4. washwashed with brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-e263800ed4784083952c4e00a84d0e33
Source dataset
uspto-grants-1995_10
Patent number
US05461049

Reaction notes

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