Potassium Hydroxide → HCID 23719065, compound

HRID 1373856Notes

Reaction equation

HRID 1373856 reaction equation
[CH:1]1([C:7]2[CH:37]=[CH:36][C:10]([CH2:11][O:12][C:13]3[CH:18]=[CH:17][C:16]([C:19]4[N:20]=[C:21]([N:24]([CH2:26][C:27]5[CH:35]=[CH:34][C:30]([C:31]([OH:33])=[O:32])=[CH:29][CH:28]=5)[CH3:25])[S:22][CH:23]=4)=[CH:15][CH:14]=3)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[K+:39]>>[CH:1]1([C:7]2[CH:37]=[CH:36][C:10]([CH2:11][O:12][C:13]3[CH:18]=[CH:17][C:16]([C:19]4[N:20]=[C:21]([N:24]([CH2:26][C:27]5[CH:28]=[CH:29][C:30]([C:31]([O-:33])=[O:32])=[CH:34][CH:35]=5)[CH3:25])[S:22][CH:23]=4)=[CH:15][CH:14]=3)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[K+:39]

Participants

3

Reactant 2

HCID 14797Potassium HydroxideHCID 10239323HCID 10239323, compound

Product 1

HCID 23719065HCID 23719065, compoundYield 90.9%

Procedure

Under an argon atmosphere, to a suspension of 4-(N-(4-(4-(4-cyclohexylbenzyloxy)phenyl)-2-thiazolyl)-N-methylaminomethyl)benzoic acid (30.0 g, 58.5 mmol) obtained in Example 2(5) was added 1N aqueous potassium hydroxide solution (56.0 ml) at 50° C. and the mixture was heated under reflux for 40 min. After stirring at room temperature for 45 min., the crystals were collected by filtration, washed with a tetrahydrofuran-ethanol mixed solvent (3:1, 150 ml) and ethanol (210 ml), and dried to give the title compound (28.0 g, yield 90.9%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 40 min
  3. filtrationthe crystals were collected by filtration
  4. washwashed with a tetrahydrofuran-ethanol mixed solvent (3:1, 150 ml) and ethanol (210 ml)
  5. customdried

Sources & evidence

ORD record
ord-c69f6d95ac1842f8995bf01d79554383
Source dataset
uspto-grants-2007_01
Patent number
US07163952B2

Reaction notes

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