Hydrochloric Acid → HCID 18792546, compound

HRID 1004541Notes

Reaction equation

HRID 1004541 reaction equation
[C:1]1([CH:8]=[CH:7][CH:6]=[C:4]([OH:5])[CH:3]=1)[OH:2].O[CH2:10][C:11]1[C:16]([CH3:17])=[C:15]([CH3:18])[CH:14]=[C:13]([CH2:19]O)[C:12]=1[OH:21].Cl>O>[OH:2][C:1]1[CH:3]=[C:4]([OH:5])[CH:6]=[CH:7][C:8]=1[CH2:10][C:11]1[C:16]([CH3:17])=[C:15]([CH3:18])[CH:14]=[C:13]([CH2:19][C:6]2[CH:7]=[CH:8][C:1]([OH:2])=[CH:3][C:4]=2[OH:5])[C:12]=1[OH:21]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 5054ResorcinolHCID 187925412,6-Bis(hydroxymethyl)-3,4-dimethylphenol

Product 1

HCID 18792546HCID 18792546, compoundYield 55.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
-12 °C

Procedure

In a one liter reaction flask were dissolved 220.0 g of resorcinol in 300 ml of de-mineralized water. To this solution 18.22 g of 2,6-bis(hydroxymethyl)-3,4-dimethylphenol was added and stirred until it dissolved. 5 ml of concentrated hydrochloric acid was then added and the reaction mixture stirred at ambient temperature for about 15 hours. The mixture was then chilled to -12° C. and the crystalline precipitate isolated in a chilled Buchner funnel. The crude product was suspended in 300 ml of de-mineralized water and re-isolated by vacuum filtration. The wet solid was first partially air dried and then vacuum oven dried at 60° C. to yield 20.4 g product having a purity of about 95% as determined by HPLC.

Workup

  1. customIn a one liter reaction flask
  2. dissolutiondissolved
  3. stirringthe reaction mixture stirred at ambient temperature for about 15 hours
  4. customthe crystalline precipitate
  5. customisolated in a chilled Buchner funnel
  6. customre-isolated by vacuum filtration
  7. customdried
  8. customvacuum oven dried at 60° C.

Sources & evidence

ORD record
ord-6d396d69aa744b7b89004ab542cb2352
Source dataset
uspto-grants-2000_04
Patent number
US06051358

Reaction notes

Loading…