Phloroglucinol → 2,4-Dimethyl-1,3,5-benzenetriol

HRID 980312

Reaction equation

HRID 980312 reaction equation
[C:1]1([CH:9]=[C:7]([OH:8])[CH:6]=[C:4]([OH:5])[CH:3]=1)O.CN(C)[CH:12]=[O:13].P(Cl)(Cl)(Cl)=O.O1CCOC[CH2:21]1>>[OH:8][C:7]1[C:6]([CH3:21])=[C:4]([OH:5])[CH:3]=[C:12]([OH:13])[C:9]=1[CH3:1]

Participants

5

Reactant 4

HCID 359PhloroglucinolHCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 312751,4-Dioxane

Product 1

HCID 782142,4-Dimethyl-1,3,5-benzenetriol

Conditions

Temperature
40 °C

Procedure

0.6 kg of phloroglucinol is dissolved in 1.4 liters of dioxan and a mixture containing 0.8 liters of N,N-dimethylformamide and 0.96 liters of phosphorus oxychloride is added slowly and with vigorous stirring. The addition of the reagent having been completed, the reaction is maintained at 40° C. for 12 hours containing the stirring and then the whole is poured over 10 kg of crushed ice.

Workup

  1. additionis added slowly and with vigorous stirring
  2. additionThe addition of the reagent
  3. additioncontaining the stirring and then the whole

Sources & evidence

ORD record
ord-95c952b9479f46159281fca5ca64d23e
Source dataset
uspto-grants-1987_01
Patent number
US04636569

Linked notes

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