Potassium Hydroxide → HCID 69008581, compound

HRID 1432044Notes

Reaction equation

HRID 1432044 reaction equation
I[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][C:10]([OH:12])=[O:11].[F:13][C:14]1[CH:15]=[C:16]([SH:20])[CH:17]=[CH:18][CH:19]=1.[OH-].[K+]>O>[F:13][C:14]1[CH:15]=[C:16]([S:20][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[CH2:8][CH2:9][C:10]([OH:12])=[O:11])[CH:17]=[CH:18][CH:19]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 75710m-FluorobenzenethiolHCID 27366673-(2-iodophenyl)propanoic Acid

Product 1

HCID 69008581HCID 69008581, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-(2-Iodo-phenyl)-propionic acid (0.3 g, 1.1 mmol) was dissolved in water (2.8 mL). 3-Fluoro-benzenethiol (0.13 g, 0.99 mmol), KOH (0.15 g, 2.6 mmol) and Cu (13 mg, 0.2 mmol) was added. The mixture was refluxed overnight. The hot solution was filtered and the filtrate was made acidic with concentrated HCl. The mixture was extracted with dichloromethane (2×25 mL). The combined organic phases were washed with water (15 mL), dried (MgSO4), filtered and evaporated. Yield: 0.26 g, 96%.

Workup

  1. temperatureThe mixture was refluxed overnight
  2. filtrationThe hot solution was filtered
  3. extractionThe mixture was extracted with dichloromethane (2×25 mL)
  4. washThe combined organic phases were washed with water (15 mL)
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-2cf14fe14d5443d79619145eb2a1e125
Source dataset
uspto-grants-2009_11
Patent number
US07612068B2

Reaction notes

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