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3-(4-Benzyloxy-3-methoxyphenyl)-2-ethoxyacrylic acid ethyl ester → 3-(4-Benzyloxy-3-methoxyphenyl)-2-ethoxypropanoic acid ethyl ester

HRID 987293
Notes
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Reaction equation

HRID 987293 reaction equation
[CH2:1]([O:3][C:4](=[O:26])[C:5]([O:23][CH2:24][CH3:25])=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:9]([O:21][CH3:22])[CH:8]=1)[CH3:2]>C(OCC)(=O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:26])[CH:5]([O:23][CH2:24][CH3:25])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:9]([O:21][CH3:22])[CH:8]=1)[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 537579583-(4-Benzyloxy-3-methoxyphenyl)-2-ethoxyacrylic acid ethyl ester

Product 1

HCID 541620193-(4-Benzyloxy-3-methoxyphenyl)-2-ethoxypropanoic acid ethyl esterYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

3-(4-Benzyloxy-3-methoxyphenyl)-2-ethoxyacrylic acid ethyl ester (5.5 g, 15.4 mmole) was dissolved in ethyl acetate and hydrogenated using Pd/C (dry, 5%). The reaction mixture was filtered through celite. Evaporation of the filtrate gave 4 g (97% yield) of 3-(4-benzyloxy-3-methoxyphenyl)-2-ethoxypropanoic acid ethyl ester.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. customEvaporation of the filtrate

Sources & evidence

ORD record
ord-643d5dcc0cdc4665afdff22b52cc4807
Source dataset
uspto-grants-2003_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06630600B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes