Sodium Hydroxide → HCID 178442646, compound

HRID 1868209Notes

Reaction equation

HRID 1868209 reaction equation
[CH3:1][C:2]1[CH:10]=[C:9]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH:8]=[C:4]([C:5]([OH:7])=[O:6])[C:3]=1[OH:19].[OH-].[Na+].[Cl-].[Zn+2:23].[Cl-]>O>[Zn+2:23].[CH3:1][C:2]1[CH:10]=[C:9]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH:8]=[C:4]([C:5]([O-:7])=[O:6])[C:3]=1[OH:19].[CH3:1][C:2]1[CH:10]=[C:9]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH:8]=[C:4]([C:5]([O-:7])=[O:6])[C:3]=1[OH:19]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 3007855ZincchlorideHCID 22395453HCID 22395453, compound

Product 1

HCID 178442646HCID 178442646, compoundYield 98.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Conditions

Temperature
65 °C

Procedure

3-Methyl-5-n-octyl salicylic acid (prepared as described above, 48 g) was added with stirring to a solution of 14.5 g of a 50% aqueous solution of sodium hydroxide and 200 mL water in a 4 L beaker. To this was added 1 L of water and the solution was heated to 65° C. To the hot solution was then added with stirring 24.5 g of zinc chloride in 40 ml of water. A gummy solid precipitated. The solution decanted and the remaining solid was dissolved in 300 mL hot 95% ethanol. The hot solution was diluted with 500 ml of water and refrigerated. The product was filtered and washed (3×500 mL water) to give 53 g of off-white solid.

Workup

  1. additionTo the hot solution was then added
  2. customA gummy solid precipitated
  3. customThe solution decanted
  4. dissolutionthe remaining solid was dissolved in 300 mL hot 95% ethanol
  5. additionThe hot solution was diluted with 500 ml of water
  6. filtrationThe product was filtered
  7. washwashed (3×500 mL water)

Sources & evidence

ORD record
ord-a3cbf9d01e3647da90eae635211ae3e9
Source dataset
uspto-grants-2009_12
Patent number
US07635660B2

Reaction notes

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