Potassium Hydroxide → HCID 18512325, compound

HRID 1370837Notes

Reaction equation

HRID 1370837 reaction equation
[OH-].[K+].CC1C=CC(S([O:13][C:14]2[CH:19]=[CH:18][C:17]([Br:20])=[C:16]([O:21][CH2:22][CH:23]=[CH2:24])[CH:15]=2)(=O)=O)=CC=1>CCO.O>[CH2:22]([O:21][C:16]1[CH:15]=[C:14]([OH:13])[CH:19]=[CH:18][C:17]=1[Br:20])[CH:23]=[CH2:24]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 86586227HCID 86586227, compound

Product 1

HCID 18512325HCID 18512325, compoundYield 84.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

Potassium Hydroxide (11.2 g, 200 mmoles) was added to a solution of the product from Example 63A (3.5 g, 9.14 mmoles) in EtOH (180 mL) and H2O (180 mL). The reaction was heated to 90° C. for 2 hours, cooled to room temperature, and concentrated under reduced pressure. The residue was purified by flash chromatography on a prepacked Biotage colum (hexane to 4:1 hexane:ethyl acetate) on silica gel to provide the title compound (1.76 g, 84%).

Workup

  1. temperaturecooled to room temperature
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was purified by flash chromatography on a prepacked Biotage colum (hexane to 4:1 hexane:ethyl acetate) on silica gel

Sources & evidence

ORD record
ord-bb34187d15794ed3a72881952c64a7e0
Source dataset
uspto-grants-2003_06
Patent number
US06583180B2

Reaction notes

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