Water → HCID 22273562, compound

HRID 2375288Notes

Reaction equation

HRID 2375288 reaction equation
[OH:1]OS([O-])=O.[K+].[F:7][C:8]([F:20])([F:19])[CH2:9][CH2:10][S:11][C:12]1[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=1.[OH2:21]>CO>[F:20][C:8]([F:7])([F:19])[CH2:9][CH2:10][S:11]([C:12]1[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=1)(=[O:1])=[O:21]

Participants

5

Reactant 3

HCID 962WaterHCID 22273515HCID 22273515, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 22273562HCID 22273562, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Oxone (3.7 g, 6 mmol) was added to a solution of 1-(3,3,3-trifluoropropylthio)-4-bromobenzene (Method 63; 1.36, 4.75 mmol) in MeOH (25 ml) and water (5 ml) and the mixture was stirred at ambient temperature for 18 hours. The MeOH evaporated and water (20 ml) added and the mixture extracted with DCM. The extracts were dried (Chemelut column CE1005) and solvent removed by evaporation to give the title compound (1.43 g, 95%) as a white solid. NMR 2.62 (m, 2H), 3.67 (m, 2H), 7.86 (s, 4H); m/z 316 (M+).

Workup

  1. customThe MeOH evaporated
  2. additionwater (20 ml) added
  3. extractionthe mixture extracted with DCM
  4. dry with materialThe extracts were dried (Chemelut column CE1005) and solvent
  5. customremoved by evaporation

Sources & evidence

ORD record
ord-afbc56a8131c472db3ada4e3816ca837
Source dataset
uspto-grants-2008_12
Patent number
US07465728B2

Reaction notes

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