Hydrogen Peroxide → HCID 54671347, compound

HRID 561728Notes

Reaction equation

HRID 561728 reaction equation
[F:1][C:2]([F:44])([C:40]([F:43])([F:42])[F:41])[CH2:3][CH2:4][CH2:5][S:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][NH:13][CH2:14][CH2:15][O:16][C:17]1[CH:22]=[CH:21][C:20](/[C:23](/[C:33]2[CH:38]=[CH:37][C:36]([OH:39])=[CH:35][CH:34]=2)=[C:24](\[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)/[CH2:25][CH3:26])=[CH:19][CH:18]=1.[OH:45]O>C(OCC)(=O)C.C(O)(=O)C.O>[F:44][C:2]([F:1])([C:40]([F:41])([F:42])[F:43])[CH2:3][CH2:4][CH2:5][S:6]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][NH:13][CH2:14][CH2:15][O:16][C:17]1[CH:22]=[CH:21][C:20](/[C:23](/[C:33]2[CH:38]=[CH:37][C:36]([OH:39])=[CH:35][CH:34]=2)=[C:24](\[C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)/[CH2:25][CH3:26])=[CH:19][CH:18]=1)=[O:45]

Participants

6

Reactant 2

HCID 784Hydrogen PeroxideHCID 54671156HCID 54671156, compound

Product 1

HCID 54671347HCID 54671347, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

(Z)-4-(1-(4-(2-(6-(4,4,5,5,5-pentafluoropentylthio)hexylamino)ethoxy)phenyl)-2-phenylbut-1-enyl)phenol from the previous reaction is dissolved in ethyl acetate and acetic acid. To this solution is added hydrogen peroxide solution in water. The mixture is stirred until the reaction is complete (TLC). Excess hydrogen peroxide is destroyed by addition of sodium sulfite solution in water. The phases are separated and the aqueous phase is washed with ethyl acetate. The combined organic phases are dried over sodium sulfate, filtered and concentrated under reduced pressure to afford (Z)-4-(1-(4-(2-(6-(4,4,5,5,5-pentafluoropentylsulfinyl)hexylamino)ethoxy)phenyl)-2-phenylbut-1-enyl)phenol among other products.

Workup

  1. customExcess hydrogen peroxide is destroyed by addition of sodium sulfite solution in water
  2. customThe phases are separated
  3. washthe aqueous phase is washed with ethyl acetate
  4. dry with materialThe combined organic phases are dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e328d526149d493baa936c85dc377019
Source dataset
uspto-grants-2011_11
Patent number
US08063249B1

Reaction notes

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