M-Cresol → HCID 168648, compound

HRID 1636201Notes

Reaction equation

HRID 1636201 reaction equation
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[C:3]([CH3:8])[CH:2]=1.[CH:9]1[C:14]([OH:15])=[CH:13][CH:12]=[CH:11][C:10]=1[CH3:16].O.O.C(O)(=O)[C:20](O)=[O:21].C=O>O>[CH:5]1[C:6]([OH:7])=[CH:1][CH:2]=[C:3]([CH3:8])[CH:4]=1.[CH:9]1[C:14]([OH:15])=[CH:13][CH:12]=[CH:11][C:10]=1[CH3:16].[CH2:20]=[O:21]

Participants

6

Reactant 4

HCID 342M-CresolHCID 712FormaldehydeHCID 2879P-CresolHCID 61373Oxalic acid dihydrate

Product 1

HCID 168648HCID 168648, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a mixed solution of 30 g (0.28 mole) of p-cresol, 30 g (0.28 mole) of m-cresol, 1.0 g of oxalic acid dihydrate and 2 ml of water, 27.0 g of aqueous solution of 37% formaldehyde was dropped at 100° C. with stirring, followed by reaction at 100°±5° C. for 4 hours with stirring. After reaction, 1000 ml of water was poured into the reaction solution for deposition. A supernatant was removed by decantation. The deposited material was dissolved in 60 ml of acetone, followed by pouring of 600 ml of water for deposition. After removing a supernatant by decandation, the deposited material was concentrated under reduced pressure to dryness to give 40.5 g of pale white waxy crystals of p-cresol/m-cresol/formaldehyde resin. Mw was about 4000 and the degree of dispersion was 3.53 (GPC method, polystyrene standard).

Workup

  1. customfollowed by reaction at 100°±5° C. for 4 hours
  2. stirringwith stirring
  3. additionwas poured into the reaction solution for deposition
  4. customA supernatant was removed by decantation
  5. dissolutionThe deposited material was dissolved in 60 ml of acetone
  6. additionby pouring of 600 ml of water for deposition
  7. customAfter removing a supernatant by decandation
  8. concentrationthe deposited material was concentrated under reduced pressure to dryness

Sources & evidence

ORD record
ord-68ba1bbea8754d9db28baa7e1bae46dd
Source dataset
uspto-grants-2000_03
Patent number
US06033826

Reaction notes

Loading…