Hydrochloric Acid → HCID 18792548, compound

HRID 1004542Notes

Reaction equation

HRID 1004542 reaction equation
[CH3:1][OH:2].[CH3:3][C:4]1[C:10]([OH:11])=[CH:9][CH:8]=[CH:7][C:5]=1[OH:6].O[CH2:13][C:14]1[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([CH2:21]O)[C:15]=1[OH:23].Cl>O>[OH:6][C:5]1[C:4]([CH3:3])=[C:10]([OH:11])[CH:9]=[CH:8][C:7]=1[CH2:13][C:14]1[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([CH2:21][C:4]2[CH:10]=[CH:9][C:1]([OH:2])=[C:7]([CH3:8])[C:5]=2[OH:6])[C:15]=1[OH:23]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 70392,6-Dimethylol-p-cresolHCID 118432-Methylresorcinol

Product 1

HCID 18792548HCID 18792548, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a one liter flask was added 500 ml of methanol, 102.6 g of 2-methylresorcinol, 17 g of 2,6-bis(hydroxymethyl)-4-methylphenol and 10 ml of concentrated hydrochloric acid. The mixture was heated at reflux for 24 hours, cooled and slowly poured into 3 L of de-mineralized water to precipitate the crude product. After the product was collected by filtration it was washed with a copious amount of water, dissolved into 3.5 L of hot water, and the mixture filtered while hot. The filtrate was cooled to ambient temperature and the crystals collected by filtration and dried. The filtrant was extracted with hot water four more times to give a total of 23.2 g of product having a purity greater than 94% as determined by HPLC.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 24 hours
  3. temperaturecooled
  4. customto precipitate the crude product
  5. filtrationAfter the product was collected by filtration it
  6. washwas washed with a copious amount of water
  7. dissolutiondissolved into 3.5 L of hot water
  8. filtrationthe mixture filtered while hot
  9. filtrationthe crystals collected by filtration
  10. customdried
  11. extractionThe filtrant was extracted with hot water four more times

Sources & evidence

ORD record
ord-bcdd977fd72b4955aa94b9de078765f1
Source dataset
uspto-grants-2000_04
Patent number
US06051358

Reaction notes

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