O-Cresol → HCID 86747351, compound

HRID 256800Notes

Reaction equation

HRID 256800 reaction equation
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[CH:3][C:2]=1[CH3:8].[CH3:9][C:10]1[CH:11]=[C:12]([OH:17])[CH:13]=[C:14]([CH3:16])[CH:15]=1.C1(=O)OC(=O)C=C1.C1(C)C(O)=CC=CC=1.C=O>C1(=O)CCCCC1.O.COCCOCCOC>[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[CH:3][C:2]=1[CH3:8].[CH2:12]=[O:17].[CH3:9][C:10]1[CH:11]=[C:12]([OH:17])[CH:13]=[C:14]([CH3:16])[CH:15]=1

Participants

9

Reactant 5

HCID 335O-CresolHCID 342M-CresolHCID 712FormaldehydeHCID 7923Maleic AnhydrideHCID 79483,5-Dimethylphenol

Product 1

HCID 86747351HCID 86747351, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 7967CyclohexanoneSolventHCID 8150DiglymeSolvent

Procedure

Into a 500 ml. three necked flask were charged 108 grams (1.0 mole) meta-cresol, 40.26 grams (0.33 mole) 3,5-dimethyl phenol, 3.0 grams maleic anhydride and 70 ml. diglyme. The cresol mixture is heated under stirring and nitrogen flow to 98 degree C. At this temperature 83.0 ml. (0.77 mole) 37% formaldehyde solution is slowly added by dropping funnel during a period of one hour. The condensation reaction is allowed to continue for four hours at 98° C. After the condensation water and solvent are distilled off first at room atmospheric pressure till 200° C. At this stage, 30 mm pressure was applied to distill residual solvent and cresol mixture at a maximum temperature up to 220° C. The vacuum at 220° C. is for one hour before the liquified resin is poured into a cooling tray. The resin obtained has a viscosity of 13.8. (7.0% solution in Cyclohexanone.)

Workup

  1. customto 98 degree
  2. customof one hour
  3. customThe condensation reaction
  4. distillationare distilled off first at room atmospheric pressure till 200° C
  5. distillationto distill residual solvent and cresol mixture at a maximum temperature up to 220° C
  6. waitThe vacuum at 220° C. is for one hour before the liquified resin
  7. additionis poured into a cooling tray
  8. customThe resin obtained

Sources & evidence

ORD record
ord-4e7a9e98e2774b36915eadd6e83613df
Source dataset
uspto-grants-1993_11
Patent number
US05260162

Reaction notes

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