Methyl 3-oxo-5-(1,3-thiazole-2-yl)-4-pentenoate → HCID 12112919, compound

HRID 480403Notes

Reaction equation

HRID 480403 reaction equation
[O:1]=[C:2]([CH:8]=[CH:9][C:10]1[S:11][CH:12]=[CH:13][N:14]=1)[CH2:3][C:4]([O:6][CH3:7])=[O:5]>CO.[OH-].[Pd+2].[OH-]>[O:1]=[C:2]([CH2:8][CH2:9][C:10]1[S:11][CH:12]=[CH:13][N:14]=1)[CH2:3][C:4]([O:6][CH3:7])=[O:5]

Participants

4

Reactant 1

HCID 69948902Methyl 3-oxo-5-(1,3-thiazole-2-yl)-4-pentenoate

Product 1

HCID 12112919HCID 12112919, compoundYield 97.6%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A mixture of methyl 3-oxo-5-(1,3-thiazole-2-yl)-4-pentenoate (132.0 g) and palladium hydroxide, 20 wt % on carbon (13 g) in MeOH (2600 ml) was stirred under hydrogen atmosphere by balloon at room temperature for 4 h. Catalyst was removed by filtration and the filtrate evaporated to give 130.0 g of methyl 3-oxo-5-(1,3-thiazole-2-yl)pentanoate as a brown liquid.

Workup

  1. customCatalyst was removed by filtration
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-906e0489962141b4add278d6fcfee5d0
Source dataset
uspto-grants-2003_11
Patent number
US06649767B2

Reaction notes

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