Sodium Thiosulfate → HCID 57742148, compound

HRID 660334Notes

Reaction equation

HRID 660334 reaction equation
[CH2:1]([O:3][C:4](=[O:14])[CH:5]([C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][CH:8]=1)[CH3:6])[CH3:2].OOS([O-])=O.[K+].[Na+].[Br-:22].[O-]S([O-])(=S)=O.[Na+].[Na+]>CC(C)=O.O.CCOC(C)=O>[CH2:1]([O:3][C:4](=[O:14])[CH:5]([C:7]1[CH:8]=[CH:9][C:10]([NH2:13])=[C:11]([Br:22])[CH:12]=1)[CH3:6])[CH3:2]

Participants

8

Reactant 4

HCID 24477Sodium ThiosulfateHCID 118009Ethyl 2-(4-aminophenyl)propanoateHCID 253881Sodium BromideHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 57742148HCID 57742148, compound

Reagents, catalysts & solvents 3

HCID 180AcetoneSolventHCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a stirred solution of 2-(4-Amino-phenyl)-propionic acid ethyl ester (3.16 g) in acetone and water was added OXONE (10.0 g) and NaBr (6.75 g) at room temperature. After stirred for 2 minutes at room temperature, the reaction mixture was diluted with EtOAc and poured into 5% aq. Na2S2O3 solution. The organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo. The resulting residue was chromatographed on silica gel (n-Hex:EtOAc=6:1) to afford the product as white solid. (49.6%)

Workup

  1. dry with materialThe organic layer was dried over magnesium sulfate
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo
  4. customThe resulting residue was chromatographed on silica gel (n-Hex:EtOAc=6:1)

Sources & evidence

ORD record
ord-72b1b6e7ddfe469ab8c78f98f78206db
Source dataset
uspto-grants-2011_12
Patent number
US08084484B2

Reaction notes

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