HCID 54030327, compound → HCID 14722316, compound

HRID 1031710Notes

Reaction equation

HRID 1031710 reaction equation
[CH3:1][S:2]([NH:5][C:6]1[CH:7]=[C:8]([CH:16]=[CH:17][C:18]=1[O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[O:9][C:10]([CH3:15])=[CH:11][C:12]([OH:14])=[O:13])(=[O:4])=[O:3]>C(O)C.[C].[Pd]>[CH3:1][S:2]([NH:5][C:6]1[CH:7]=[C:8]([CH:16]=[CH:17][C:18]=1[O:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[O:9][CH:10]([CH3:15])[CH2:11][C:12]([OH:14])=[O:13])(=[O:4])=[O:3]

Participants

4

Reactant 1

HCID 54030327HCID 54030327, compound

Product 1

HCID 14722316HCID 14722316, compoundYield 87.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

6.5 g of 3-(3-methylsulfonylamino-4-phenoxyphenoxy)-3-methylacrylic acid was suspended in 200 ml of ethanol. Thereto was added 1.3 g of 10% palladium-carbon. The mixture was subjected to hydrogenation at 40°-50° C. at atmospheric pressure. After the completion of the reaction, the catalyst was removed by filtration and the solvent was removed by distillation under reduced pressure. The resulting crystal was recrystallized from toluene to obtain 5.69 g (yield: 87%) of 3-(3-methylsulfonylamino-4-phenoxyphenoxy)-3-methylpropionic acid having a melting point of 121°-124° C.

Workup

  1. customwas subjected to hydrogenation at 40°-50° C. at atmospheric pressure
  2. customAfter the completion of the reaction
  3. customthe catalyst was removed by filtration
  4. customthe solvent was removed by distillation under reduced pressure
  5. customThe resulting crystal was recrystallized from toluene

Sources & evidence

ORD record
ord-f2bd90a2aa214991affa8973a55df200
Source dataset
uspto-grants-1990_09
Patent number
US04954518

Reaction notes

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