Potassium Hydroxide → HCID 10661649, compound

HRID 1756899Notes

Reaction equation

HRID 1756899 reaction equation
[OH-].[K+].C([O:5][C:6](=[O:25])[CH2:7][C:8]1[N:9]=[N:10][N:11]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[N:12]=1)C>O.C(O)C>[CH2:13]([N:11]1[N:10]=[N:9][C:8]([CH2:7][C:6]([OH:25])=[O:5])=[N:12]1)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 10853462HCID 10853462, compound

Product 1

HCID 10661649HCID 10661649, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of KOH (4.21 g, 0.075 mol) in water (10 mL) was added to a solution of the 2-dodecyltetrazole acetic acid ethyl ester (23.2 g, 0.0715 mol) in ethanol (250 mL). The mixture was stirred at room temperature for 3 hours, concentrated in vacuo to ~50 mL, diluted with water (200 mL), and washed with ethyl acetate (100 mL). The aqueous layer was acidified with 1.0M HCl and extracted with ethyl acetate. The organic layer was dried over MgSO4, filtered, and concentrated to give 18.0 g, 85% of a white solid, mp 70°-73° C.

Workup

  1. concentrationconcentrated in vacuo to ~50 mL
  2. additiondiluted with water (200 mL)
  3. washwashed with ethyl acetate (100 mL)
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic layer was dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-044d4bdb5aa7422ba98612382e3a37f9
Source dataset
uspto-grants-1995_08
Patent number
US05441975

Reaction notes

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