Water → HCID 12144845, compound

HRID 1455693Notes

Reaction equation

HRID 1455693 reaction equation
[CH2:1]([C:7]1[CH:8]=[C:9]([CH2:15][CH2:16][C:17]([OH:19])=O)[CH:10]=[CH:11][C:12]=1[O:13][CH3:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].O>C1(C)C(C)=CC=CC=1>[CH2:1]([C:7]1[CH:8]=[C:9]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[C:17](=[O:19])[CH2:16][CH2:15]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

4

Reactant 2

HCID 962WaterHCID 69050733HCID 69050733, compound

Product 1

HCID 12144845HCID 12144845, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent2×

Conditions

Temperature
80 °C

Procedure

18.5 g (69.9 mmol) of 3-(3-hexyl-4-methoxyphenyl)propanoic acid dissolved in 100 ml of xylene are added to a mixture of 100 g of polyphosphoric acid and 100 ml of xylene heated to 80° C. The mixture is then heated at 135° C. for 1 hour 30 minutes. The mixture is poured into water and extracted with ethyl acetate. The organic phase is washed with sodium bicarbonate solution. The solvents of the organic phase are dried (Na2SO4) and evaporated off, and the residue is purified by flash chromatography (9 g; 52%).

Workup

  1. temperatureThe mixture is then heated at 135° C. for 1 hour 30 minutes
  2. extractionextracted with ethyl acetate
  3. washThe organic phase is washed with sodium bicarbonate solution
  4. dry with materialThe solvents of the organic phase are dried (Na2SO4)
  5. customevaporated off
  6. customthe residue is purified by flash chromatography (9 g; 52%)

Sources & evidence

ORD record
ord-e7ad1faf7eb94b14ba6366a2fa86ed13
Source dataset
uspto-grants-2009_01
Patent number
US07482484B2

Reaction notes

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