Oxalic Acid → HCID 86738797, compound

HRID 1758787Notes

Reaction equation

HRID 1758787 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([CH:8]=1)[OH:7].C(O)(=O)[C:11](O)=[O:12].C1(C=O)C(C)=CC=CC=1O>O>[CH:8]1[C:6]([OH:7])=[CH:5][CH:4]=[CH:3][C:2]=1[CH3:1].[CH3:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([CH:8]=1)[OH:7].[CH2:11]=[O:12]

Participants

5

Reactant 3

HCID 971Oxalic AcidHCID 10436Orcinol2×HCID 5851742-Hydroxy-6-methylbenzaldehyde

Product 1

HCID 86738797HCID 86738797, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
60 °C

Procedure

Into a reactor equipped with a thermometer, an agitator, a reflux cooler and a dropping funnel were charged 108 parts of m-cresol, 108 parts of water and 1.1 parts of potassium hydroxide, and 142 parts of 37% aqueous formaldehyde solution was added dropwise to the mixture in 2 hours while agitating the resulting mixture at 60° C. After completion of the addition of the formaldehyde solution, an agitation was further continued for 3 hours at 60° C., and then the mass was cooled to obtain a homogeneous transparent resol type precondensate of m-cresol. Into another reactor having the same equipments as described above were charged 248 parts of 5-methylresorcin, 290 parts of water and 2.5 parts of oxalic acid. Then, the above obtained m-cresol-formaldehyde reaction liquid was added dropwise to the 5-methylresorcin solution in 2 hours while agitating the resulting mixture at 60° C. After completion of the addition, the resulting mixture was further agitated at 60° C. for 3 hours, and then water in the reaction liquid was removed. The residue was poured into a distillation vessel, and unreacted m-cresol and 5-methylresorcin were removed by a distillation under reduced pressure to obtain a m-cresol/5-methylresorcin/formaldehyde cocondensate.

Workup

  1. customInto another reactor having
  2. customThen, the above obtained
  3. additionAfter completion of the addition
  4. stirringthe resulting mixture was further agitated at 60° C. for 3 hours
  5. customwas removed
  6. additionThe residue was poured into a distillation vessel
  7. customunreacted m-cresol and 5-methylresorcin were removed by a distillation under reduced pressure

Sources & evidence

ORD record
ord-2d0b14eafa044a2c934bdef7872dca5f
Source dataset
uspto-grants-1983_02
Patent number
US04374962

Reaction notes

Loading…