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HCID 4715295, compound → 2-ethylbenzenepropanoic acid

HRID 1363675
Notes
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Reaction equation

HRID 1363675 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]=[CH:10][C:11]([OH:13])=[O:12])[CH3:2]>C1COCC1.[Pd]>[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][C:11]([OH:13])=[O:12])[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 4715295HCID 4715295, compound

Product 1

HCID 2519582-ethylbenzenepropanoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

3-(2-Ethyl-phenyl)-acrylic acid (17.00 g, 96.48 mmol) in THF was mixed with Pd/C (1.50 g) and hydrogenated at 50 psi for 6 hours. The resulting mixture was filtered through a pad of celite and the filtrate was concentrated to give 3-(2-ethyl-phenyl)-propionic acid. The acid was reacted with SOCl2 (5.00 mL, 68.55 mmol) and AlCl3 (6.70 g, 50.25 mmol) according to the protocols as outlined in general procedure C to give the title compound.

Workup

  1. filtrationThe resulting mixture was filtered through a pad of celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-1b287ec0f60747dd8b8169f7cf9f4a92
Source dataset
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07884244B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes