Lithium hydroxide, monohydrate → HCID 67420918, compound

HRID 2219360Notes

Reaction equation

HRID 2219360 reaction equation
C([O:3][C:4](=[O:28])[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH:15]=[C:14]([C:16]3[C:17]([C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)=[N:18][O:19][C:20]=3[CH3:21])[N:13]=[CH:12]2)=[CH:7][CH:6]=1)C.O.[OH-].[Li+]>C1COCC1.O>[CH3:21][C:20]1[O:19][N:18]=[C:17]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:16]=1[C:14]1[N:13]=[CH:12][N:11]([C:8]2[CH:7]=[CH:6][C:5]([C:4]([OH:28])=[O:3])=[CH:10][CH:9]=2)[CH:15]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 67420630HCID 67420630, compound

Product 1

HCID 67420918HCID 67420918, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-[4-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazol-1-yl]-benzoic acid ethyl ester (1.50 g, 4.0 mmol) in THF (20 mL) was added a solution of lithium hydroxide monohydrate (0.5 g, 12 mmol) in water (10 mL). The resulting mixture was concentrated, acidified and extracted with ethyl acetate. The combined organic extracts were dried with Na2SO4 and evaporated to afford the title compound (1.38 g, 99%) which was obtained as a light yellow solid. MS m/e=346.1 [M+H]+.

Workup

  1. concentrationThe resulting mixture was concentrated
  2. extractionextracted with ethyl acetate
  3. dry with materialThe combined organic extracts were dried with Na2SO4
  4. customevaporated

Sources & evidence

ORD record
ord-eb624faefe7c47329c413a7a424943bc
Source dataset
uspto-grants-2008_08
Patent number
US07414061B2

Reaction notes

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