2,5-Bis(4-(2-ethylhexyl)benzoyl)terephthalic acid → 2,5-Bis(4-(2-ethylhexyl)benzyl)terephthalic acid

HRID 488976Notes

Reaction equation

HRID 488976 reaction equation
[CH2:1]([CH:3]([CH2:41][CH2:42][CH2:43][CH3:44])[CH2:4][C:5]1[CH:40]=[CH:39][C:8]([C:9]([C:11]2[CH:19]=[C:18]([C:20]([OH:22])=[O:21])[C:17]([C:23](=O)[C:24]3[CH:29]=[CH:28][C:27]([CH2:30][CH:31]([CH2:36][CH3:37])[CH2:32][CH2:33][CH2:34][CH3:35])=[CH:26][CH:25]=3)=[CH:16][C:12]=2[C:13]([OH:15])=[O:14])=O)=[CH:7][CH:6]=1)[CH3:2].[H][H]>C1COCC1.[Pd]>[CH2:36]([CH:31]([CH2:32][CH2:33][CH2:34][CH3:35])[CH2:30][C:27]1[CH:28]=[CH:29][C:24]([CH2:23][C:17]2[CH:16]=[C:12]([C:13]([OH:15])=[O:14])[C:11]([CH2:9][C:8]3[CH:7]=[CH:6][C:5]([CH2:4][CH:3]([CH2:1][CH3:2])[CH2:41][CH2:42][CH2:43][CH3:44])=[CH:40][CH:39]=3)=[CH:19][C:18]=2[C:20]([OH:22])=[O:21])=[CH:25][CH:26]=1)[CH3:37]

Participants

5

Reactant 2

HCID 222694442,5-Bis(4-(2-ethylhexyl)benzoyl)terephthalic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 222694712,5-Bis(4-(2-ethylhexyl)benzyl)terephthalic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture containing 20.0 grams of 2,5-bis(4-(2-ethylhexyl)benzoyl)terephthalic acid in 1500 mL of THF and 2.9 grams of 10% palladium on carbon (as a catalyst) was heated to 65° C. in an atmosphere of hydrogen at 275 kPa for 17 hours. The mixture was filtered through Celite™ diatomaceous earth filter agent to remove the catalyst. The filtrate was concentrated in vacuo to give 2,5-Bis(4-(2-ethylhexyl)benzyl)terephthalic acid.

Workup

  1. filtrationThe mixture was filtered through Celite™ diatomaceous earth
  2. filtrationfilter agent
  3. customto remove the catalyst
  4. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-cbfcf6a3a5754e91a39419fd18cf59cb
Source dataset
uspto-grants-2005_12
Patent number
US06974877B2

Reaction notes

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