Water → 4-Isopropylresorcinol

HRID 646500Notes

Reaction equation

HRID 646500 reaction equation
C([O:8][C:9]1[CH:14]=[C:13]([O:15]CC2C=CC=CC=2)[CH:12]=[CH:11][C:10]=1[C:23]([CH3:25])=[CH2:24])C1C=CC=CC=1.O.[H][H]>C(O)C.[Pd]>[CH:23]([C:10]1[CH:11]=[CH:12][C:13]([OH:15])=[CH:14][C:9]=1[OH:8])([CH3:25])[CH3:24]

Participants

6

Reactant 3

HCID 962WaterHCID 247733591,1'-{[4-(Prop-1-en-2-yl)-1,3-phenylene]bis(oxymethylene)}dibenzeneHCID 178418361HCID 178418361, compound

Product 1

HCID 901354-Isopropylresorcinol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2,4-Bis-benzyloxy-1-isopropenyl-benzene was taken up in solution in ethanol and added to 10% palladium on carbon, which had been pre-wetted with water. Hydrogen was introduced to the flask and the mixture was allowed to shake for 16 hours. The catalyst was filtered from the reaction mixture, by a suitable method, and the liquor was concentrated in vacuo, to give 4-isopropyl-benzene-1,3-diol as a white crystalline solid.

Workup

  1. filtrationThe catalyst was filtered from the reaction mixture, by a suitable method
  2. concentrationthe liquor was concentrated in vacuo

Sources & evidence

ORD record
ord-9327d7f88084415ab0bcafa2816e1d70
Source dataset
uspto-grants-2010_04
Patent number
US07705027B2

Reaction notes

Loading…