HCID 19606408, compound → HCID 10237251, compound

HRID 1603944Notes

Reaction equation

HRID 1603944 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[C:10]([C:15]([O:17][CH3:18])=[O:16])[C:11]([O:13][CH3:14])=[O:12])=[CH:5][C:4]=1[O:19][CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C(OCC)(=O)C.[Pd]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10]([C:11]([O:13][CH3:14])=[O:12])[C:15]([O:17][CH3:18])=[O:16])=[CH:5][C:4]=1[O:19][CH2:20][CH2:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

4

Reactant 1

HCID 19606408HCID 19606408, compound

Product 1

HCID 10237251HCID 10237251, compoundYield 99.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The methyl 3-[4-methoxy-3-(2-phenylethoxy)phenyl]-2-methoxycarbonylacrylate (66.50 g) was dissolved in 330 ml of ethyl acetate at 40° C. To the solution, 3.33 g of 5% Pd/C was added to hydrogenate at 40° C. until hydrogen absorption was stopped. 5% Pd/C was separated by filtration through a powder magnesium sulfate plate under reduced pressure. The filtrate was concentrated under reduced pressure to obtain 66.51 g of crude methyl 3-[4-methoxy-3-(2-phenylethoxy)phenyl]-2-methoxycarbonylpropionate. This crude compound was used in the subsequent step without purification.

Workup

  1. customuntil hydrogen absorption
  2. custom5% Pd/C was separated by filtration through a powder magnesium sulfate plate under reduced pressure
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-4cd410afbd664b25b4f835bdb0d08153
Source dataset
uspto-grants-1999_11
Patent number
US05990151

Reaction notes

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