1-[2,4-Dihydroxy-3-(prop-2-en-1-yl)phenyl]ethan-1-one → 2',4'-Dihydroxy-3'-propylacetophenone

HRID 1414058Notes

Reaction equation

HRID 1414058 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([CH2:11][CH:12]=[CH2:13])[C:5]=1[OH:14])=[O:3]>C(O)C>[CH3:13][CH2:12][CH2:11][C:6]1[C:5]([OH:14])=[C:4]([C:2]([CH3:1])=[O:3])[CH:9]=[CH:8][C:7]=1[OH:10]

Participants

3

Reactant 1

HCID 27751761-[2,4-Dihydroxy-3-(prop-2-en-1-yl)phenyl]ethan-1-one

Product 1

HCID 27751982',4'-Dihydroxy-3'-propylacetophenone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Dissolve 9.6 gm of 3-allyl-2,4-dihydroxyacetophenone in 100 ml of ethanol; flush with nitrogen and add 0.5 gm of 5% palladium/charcoal catalyst. Hydrogenate in a Parr apparatus at room temperature until 45 p.s.i. of hydrogen is taken up. Filter and strip the filtrate to dryness to obtain the title product. (mp 125°-127° C.)

Workup

  1. customflush with nitrogen
  2. additionadd 0.5 gm of 5% palladium/charcoal catalyst
  3. customat room temperature
  4. filtrationFilter

Sources & evidence

ORD record
ord-3717110c4f2f4ce2abc5558c367bfe83
Source dataset
uspto-grants-1981_02
Patent number
US04252818

Reaction notes

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