Methanol → HCID 86705335, compound

HRID 587977Notes

Reaction equation

HRID 587977 reaction equation
[C:1]([O:5][C:6]([C:8]1[S:9][C:10](/[CH:13]=[C:14](/[C:16]([O:18][CH3:19])=[O:17])\[CH3:15])=[CH:11][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CO.C(Cl)(Cl)Cl>C(OCC)(=O)C.[OH-].[Pd+2].[OH-]>[C:1]([O:5][C:6]([C:8]1[S:9][C:10]([CH2:13][CH:14]([C:16]([O:18][CH3:19])=[O:17])[CH3:15])=[CH:11][CH:12]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 3

HCID 887MethanolHCID 6212ChloroformHCID 117993606HCID 117993606, compound

Product 1

HCID 86705335HCID 86705335, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalyst2×HCID 8857Ethyl AcetateSolvent

Procedure

5-[(1E)-2-(methoxycarbonyl)-prop-1-en-1-yl]thiophene-2-carboxylic acid tert-butyl ester (13.77 g, 0.049 mol) was dissolved in ethyl acetate (60 mL), methanol (20 mL), and chloroform (10 mL), palladium hydroxide (2.8 g) was added, and the mixture was stirred at room temperature overnight under a hydrogen atmosphere. After completion of the reaction, palladium hydroxide was removed by celite filtration, and the solvent was evaporated under reduced pressure to give the title compound (13.14 g, 0.046 mol, 94%).

Workup

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

Sources & evidence

ORD record
ord-1a8675fb0d034553ad45aecc70a4b9a2
Source dataset
uspto-grants-2016_01
Patent number
US09227949B2

Reaction notes

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