HCID 59367762, compound → HCID 57819729, compound

HRID 1643482Notes

Reaction equation

HRID 1643482 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]2/[CH:19]=[CH:20]/[C:21]([O:23][CH2:24][CH3:25])=[O:22])(=[O:12])=[O:11])=[C:5]([CH3:26])[CH:4]=1>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH3:26])[C:6]([S:10]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]2[CH2:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])(=[O:11])=[O:12])=[C:7]([CH3:9])[CH:8]=1

Participants

3

Reactant 1

HCID 59367762HCID 59367762, compound

Product 1

HCID 57819729HCID 57819729, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(E)-Ethyl 3-(1-(4-methoxy-2,6-dimethylphenylsulfonyl)piperidin-2-yl)acrylate (1.28 mmol) was dissolved in methanol (20 ml), the mixture was degassed with argon and Pd(OH)2 (125 mg) was added. Hydrogenation was then carried out under normal pressure for 4-6 h. After thin layer chromatography control, the reaction mixture was filtered over Celite and the residue was rinsed with methanol. The filtrate was concentrated to dryness under reduced pressure. Yield: 89%

Workup

  1. customthe mixture was degassed with argon and Pd(OH)2 (125 mg)
  2. additionwas added
  3. filtrationAfter thin layer chromatography control, the reaction mixture was filtered over Celite
  4. washthe residue was rinsed with methanol
  5. concentrationThe filtrate was concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-90e7573f823941b0a9fa12d714c16464
Source dataset
uspto-grants-2012_02
Patent number
US08119805B2

Reaction notes

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