Dimethylformamide → 2-[(4-Ethylphenyl)methyl]benzoic acid

HRID 414470Notes

Reaction equation

HRID 414470 reaction equation
[CH2:1]([C:3]1[CH:19]=[CH:18][C:6]([C:7]([C:9]2[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=2[C:11]([OH:13])=[O:12])=O)=[CH:5][CH:4]=1)[CH3:2].CN(C)C=O.[H][H]>C(O)(=O)C.[Pd]>[CH2:1]([C:3]1[CH:19]=[CH:18][C:6]([CH2:7][C:9]2[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=2[C:11]([OH:13])=[O:12])=[CH:5][CH:4]=1)[CH3:2]

Participants

6

Reactant 3

HCID 6228DimethylformamideHCID 708522-(4-Ethylbenzoyl)benzoic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 178586942-[(4-Ethylphenyl)methyl]benzoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

(b.1) A solution of 2-(4-ethylbenzoyl)benzoic acid in acetic acid (115 ml) and the dimethylformamide (115 ml) containing 10% palladium on carbon (4.9 g) was shaken in a hydrogen atmosphere at 60 p.s.i. for 6 hours. The solution was then filtered and the filtrate was added to water (2000 ml), producing a precipitate of 2-(4-ethylbenzyl)benzoic acid.

Workup

  1. filtrationThe solution was then filtered
  2. additionthe filtrate was added to water (2000 ml)

Sources & evidence

ORD record
ord-4b61096b07e249d9908254f334bdf05e
Source dataset
uspto-grants-1988_12
Patent number
US04792551

Reaction notes

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