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3-[4-(2,3,4,5-tetramethoxy-6-methylbenzyl)phenyl]acrylic Acid Ethylester → 3-[4-(2,3,4,5-tetramethoxy-6-methylbenzyl)phenyl]propionic Acid Ethylester

HRID 496329
Notes
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Reaction equation

HRID 496329 reaction equation
[CH2:1]([O:3][C:4](=[O:29])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14]2[C:19]([CH3:20])=[C:18]([O:21][CH3:22])[C:17]([O:23][CH3:24])=[C:16]([O:25][CH3:26])[C:15]=2[O:27][CH3:28])=[CH:9][CH:8]=1)[CH3:2].[H][H]>C(O)C.[Pd].[C]>[CH2:1]([O:3][C:4](=[O:29])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14]2[C:19]([CH3:20])=[C:18]([O:21][CH3:22])[C:17]([O:23][CH3:24])=[C:16]([O:25][CH3:26])[C:15]=2[O:27][CH3:28])=[CH:9][CH:8]=1)[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 867598433-[4-(2,3,4,5-tetramethoxy-6-methylbenzyl)phenyl]acrylic Acid EthylesterHCID 178418361HCID 178418361, compound

Product 1

HCID 867598443-[4-(2,3,4,5-tetramethoxy-6-methylbenzyl)phenyl]propionic Acid EthylesterYield 85%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702
Ethanol
Solvent

Procedure

The compound (1.07 g, 2.67 mmol) obtained in step 4 was dissolved in ethanol (100 ml) and 5% Pd-carbon (200 mg) was added thereto, which was then stirred under a stream of hydrogen at room temperature for 16 hours. The reaction mixture was filtered and the filtrate was concentrated to yield the title compound (914 mg, 2.27 mmol, yield 85%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-f8eaebdfb4ee45f18fb309c6b5812a3a
Source dataset
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06943196B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes