HCID 70869427, compound → HCID 70869453, compound

HRID 332628Notes

Reaction equation

HRID 332628 reaction equation
[C:1]([O:5][C:6](=[O:25])/[CH:7]=[CH:8]/[C:9]1[S:10][C:11]([C:15]([O:17]CC2C=CC=CC=2)=[O:16])=[CH:12][C:13]=1[CH3:14])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6](=[O:25])[CH2:7][CH2:8][C:9]1[S:10][C:11]([C:15]([OH:17])=[O:16])=[CH:12][C:13]=1[CH3:14])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 70869427HCID 70869427, compound

Product 1

HCID 70869453HCID 70869453, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 702EthanolSolvent

Procedure

(E)-3-(5-Benzyloxycarbonyl-3-methylthiophen-2-yl)-2-propenoic acid tert-butyl ester (1.42 g, 4.12 mmol) obtained in step 3 was dissolved in ethanol (12 mL), 10% palladium/carbon (142 mg) was added, and the mixture was stirred at room temperature overnight under a hydrogen atmosphere. After completion of the reaction, palladium/carbon was removed by celite filtration, and the solvent was evaporated under reduced pressure to give the title compound (1.02 g, 3.77 mmol, 92%).

Workup

  1. customwas removed by celite filtration
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-7217b9f6c83a49c1b8a6240f4b26e887
Source dataset
uspto-grants-2014_11
Patent number
US08877805B2

Reaction notes

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