Catechol → HCID 70292024, compound

HRID 342818Notes

Reaction equation

HRID 342818 reaction equation
C([C:3]1[CH:8]=[C:7]([CH2:9][CH3:10])[CH:6]=[C:5](CO)[C:4]=1[OH:13])O.C(O)(=O)C(O)=O.[C:20]1([C:22](=[CH:24][CH:25]=[CH:26][CH:27]=1)[OH:23])[OH:21]>O>[CH2:9]([C:7]1[CH:6]=[CH:5][C:4]([OH:13])=[CH:3][CH:8]=1)[CH3:10].[C:20]1([C:22](=[CH:24][CH:25]=[CH:26][CH:27]=1)[OH:23])[OH:21]

Participants

5

Reactant 3

HCID 289CatecholHCID 971Oxalic AcidHCID 9989884HCID 9989884, compound

Product 1

HCID 70292024HCID 70292024, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

To a 1 liter, 3 necked round bottomed flask equipped with a paddle stirrer, condenser, thermometer and heating source, were added 150 g (0.81 mole) of the 2,6-dimethylol-4-ethylphenol, followed by 9 g (0.1 moles) of oxalic acid and 181 g (1.64 moles) of catechol. To this was added 400 g of water. The reaction mixture was stirred and heated to 70° C. Solution occurred when the temperature reached approximately 60° C. Then, the reaction mixture was heated to reflux and held for 4 hours. After 1 hour at reflux, the product began to separate.

Workup

  1. customTo a 1 liter, 3 necked round bottomed flask equipped with a paddle stirrer, condenser
  2. temperaturethermometer and heating source
  3. customreached approximately 60° C
  4. temperatureThen, the reaction mixture was heated
  5. temperatureto reflux
  6. temperatureAfter 1 hour at reflux
  7. customto separate

Sources & evidence

ORD record
ord-0d5af18b6cfc4f98994d9faa51ac83f7
Source dataset
uspto-grants-1999_01
Patent number
US05859153

Reaction notes

Loading…