2,5-Bis(4-hexylbenzoyl)terephthalic acid → 2,5-Bis(4-hexylbenzyl)terephthalic acid

HRID 488955Notes

Reaction equation

HRID 488955 reaction equation
[CH2:1]([C:7]1[CH:40]=[CH:39][C:10]([C:11]([C:13]2[CH:21]=[C:20]([C:22]([OH:24])=[O:23])[C:19]([C:25](=O)[C:26]3[CH:31]=[CH:30][C:29]([CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])=[CH:28][CH:27]=3)=[CH:18][C:14]=2[C:15]([OH:17])=[O:16])=O)=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[H][H]>[Pd].O1CCCC1>[CH2:1]([C:7]1[CH:40]=[CH:39][C:10]([CH2:11][C:13]2[CH:21]=[C:20]([C:22]([OH:24])=[O:23])[C:19]([CH2:25][C:26]3[CH:31]=[CH:30][C:29]([CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])=[CH:28][CH:27]=3)=[CH:18][C:14]=2[C:15]([OH:17])=[O:16])=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 2

HCID 222694532,5-Bis(4-hexylbenzoyl)terephthalic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 222694342,5-Bis(4-hexylbenzyl)terephthalic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 5.26 grams of 2,5-bis(4-hexylbenzoyl)terephthalic acid, 100 mL of tetrahydrofuran, and 0.53 grams of 5% palladium on carbon (as a catalyst) was heated at 65° C. for 17 hours in an atmosphere of hydrogen at 270 kPa. The resulting 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-hexylbenzyl)terephthalic acid.

Workup

  1. filtrationThe resulting 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-0c7ab539127047f48b22fcc89a13349c
Source dataset
uspto-grants-2005_12
Patent number
US06974877B2

Reaction notes

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