Acetone → HCID 67686069, compound

HRID 1636202Notes

Reaction equation

HRID 1636202 reaction equation
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[C:3]([CH3:8])[CH:2]=1.[C:9]1([CH:16]([OH:18])O)[C:10](C)=[CH:11][CH:12]=[CH:13][CH:14]=1.CS(O)(=O)=O.C[C:25](C)=[O:26]>O>[CH:5]1[C:6]([OH:7])=[CH:1][CH:2]=[C:3]([CH3:8])[CH:4]=1.[OH:18][CH2:16][C:9]1[CH:14]=[CH:13][C:12]([CH2:25][OH:26])=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 180AcetoneHCID 2879P-CresolHCID 6395Methanesulfonic AcidHCID 6451246Methanediol, (2-methylphenyl)-

Product 1

HCID 67686069HCID 67686069, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

p-Cresol in an amount of 38.4 g (0.36 mole) and 35.0 g (0.25 mole) of xylene-α,α-diol were dissolved with heating, followed by addition of 0.15 g of methanesulfonic acid at 90° to 100° C. The reaction was carried out at 90° to 100° C. for 2 hours with stirring. After cooling, 100 ml of acetone was poured into the reaction solution. After dissolving, the reaction solution was poured into 2000 ml of water and stirred. After allowed to stand, a supernatant was removed by decantation. The residue was dissolved in 100 ml of acetone, followed by pouring into 2000 ml of water and stirring. After allowed to stand, a supernatant was removed by decantation. The residue was dried under reduced pressure to give 65.0 g of pale yellowish powdered crystals of p-cresol/1,4-dihydroxymethylbenzene polycondensate. Mw was about 6,700 and the degree of dispersion was 3.50 (GPC method, polystyrene standard).

Workup

  1. temperaturewith heating
  2. temperatureAfter cooling
  3. dissolutionAfter dissolving
  4. stirringstirred
  5. customa supernatant was removed by decantation
  6. dissolutionThe residue was dissolved in 100 ml of acetone
  7. additionby pouring into 2000 ml of water
  8. stirringstirring
  9. customa supernatant was removed by decantation
  10. customThe residue was dried under reduced pressure

Sources & evidence

ORD record
ord-b2a68e466a0047a1bafb557ae60ff3d6
Source dataset
uspto-grants-2000_03
Patent number
US06033826

Reaction notes

Loading…