Formaldehyde → HCID 86744919, compound

HRID 1086982Notes

Reaction equation

HRID 1086982 reaction equation
[CH2:1]([C:13]1[CH:21]=[C:17]([C:18]([OH:20])=[O:19])[C:16]([OH:22])=[CH:15][CH:14]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH3:23][C:24]1[CH:25]=[CH:26][C:27]([CH3:30])=[CH:28][CH:29]=1.[CH2:31]=[O:32].S(=O)(=O)(O)O>C(O)(=O)C>[CH2:1]([C:13]1[CH:21]=[C:17]([C:18]([OH:20])=[O:19])[C:16]([OH:22])=[CH:15][CH:14]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[C:24]1([CH3:23])[C:29]([CH:31]=[O:32])=[CH:28][C:27]([CH3:30])=[CH:26][CH:25]=1

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 1118Sulfuric AcidHCID 7809P-XyleneHCID 197829845-Dodecyl-2-hydroxybenzoic acid

Product 1

HCID 86744919HCID 86744919, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a mixture of 30.6 parts of 5-dodecylsalicylic acid, 21.2 parts of p-xylene, 3.8 parts of 87% paraformaldehyde and 30 parts of acetic acid was added 2.0 parts of 95% sulfuric acid (catalyst). After being heated under reflux for 6 hours, the reaction mixture was washed with water, and unreacted p-xylene and water were removed by vacuum distillation to give 43 parts of 5-dodecylsalicylic acid-p-xylene-formaldehyde co-condensation product. 10 parts of the co-condensation product was added to 32 parts of aqueous 10% potassium hydroxide solution and dissolved at 80° C. The solution was cooled to 40° C., and 28 parts of aqueous 10% solution of nickel chloride hexahydrate was added thereto. After the reaction had been allowed to proceed at 40° C. for 30 minutes, precipitates formed were collected by filtration, washed with water and dried to give 11 parts of nickel salt of 5-dodecylsalicylic acid-p-xylene-formaldehyde co-condensation product.

Workup

  1. temperatureAfter being heated
  2. temperatureunder reflux for 6 hours
  3. washthe reaction mixture was washed with water, and unreacted p-xylene and water
  4. customwere removed by vacuum distillation

Sources & evidence

ORD record
ord-f14fa433edf44ebfa000482be78738f7
Source dataset
uspto-grants-1991_07
Patent number
US05034370

Reaction notes

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