HCID 86639436, compound → HCID 86639435, compound

HRID 1690219Notes

Reaction equation

HRID 1690219 reaction equation
[F:1][C:2]([F:33])([F:32])[C:3]([C:12]1[CH:28]=[CH:27][C:15]([O:16][C:17]2[CH:22]=[CH:21][C:20]([CH:23]([OH:25])[CH3:24])=[CH:19][C:18]=2[I:26])=[C:14]([CH2:29][CH2:30][CH3:31])[CH:13]=1)([O:8][CH2:9][O:10][CH3:11])[C:4]([F:7])([F:6])[F:5]>ClCCl.[O-2].[O-2].[Mn+4]>[F:33][C:2]([F:1])([F:32])[C:3]([C:12]1[CH:28]=[CH:27][C:15]([O:16][C:17]2[CH:22]=[CH:21][C:20]([C:23](=[O:25])[CH3:24])=[CH:19][C:18]=2[I:26])=[C:14]([CH2:29][CH2:30][CH3:31])[CH:13]=1)([O:8][CH2:9][O:10][CH3:11])[C:4]([F:7])([F:6])[F:5]

Participants

4

Reactant 1

HCID 86639436HCID 86639436, compound

Product 1

HCID 86639435HCID 86639435, compoundYield 60.8%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

1-(4-(4-(1,1,1,3,3,3-Hexafluoro-2-(methoxymethoxy)propan-2-yl)-2-propylphenoxy)-3-iodophenyl)ethanol (26 mg, 0.0446 mmol) was dissolved in dichloromethane (3 mL). The resultant mixture was added with manganese dioxide (78 mg, 0.891 mmol) at room temperature, and stirred at room temperature overnight. After completion of the reaction, the reaction solution was filtered using celite and concentrated in vacuum, and 1-(4-(4-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-2-propylphenoxy)-3-iodophenyl) ethanone (16 mg, yield 60%) was obtained as a colorless oil.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe reaction solution was filtered
  3. concentrationconcentrated in vacuum

Sources & evidence

ORD record
ord-cb1d647fdd794e609609366311624891
Source dataset
uspto-grants-2012_04
Patent number
US08153634B2

Reaction notes

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