Lithium Hydroxide → HCID 57907221, compound

HRID 2113911Notes

Reaction equation

HRID 2113911 reaction equation
C([O:3][C:4](=[O:23])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]2[O:15][N:14]=[C:13]([C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)[CH:12]=2)[CH:6]=1)C.[OH-].[Li+]>O1CCOCC1>[Cl:22][C:19]1[CH:18]=[CH:17][C:16]([C:13]2[CH:12]=[C:11]([C:7]3[CH:6]=[C:5]([CH:10]=[CH:9][CH:8]=3)[C:4]([OH:23])=[O:3])[O:15][N:14]=2)=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 57907147HCID 57907147, compound

Product 1

HCID 57907221HCID 57907221, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In a 25 ml round flask, 250 mg (0.76 mmol) of 3-[3-(4-chloro-phenyl)-isoxazol-5-yl]-benzoic acid ethyl ester are dissolved in 5 ml of dioxane. After addition of 1M aqueous lithium hydroxide (0.99 ml, 0.99 mmol, 1.3 eq.), the mixture is stirred at room temperature for 20 h. Then, the dioxane is removed in vacuo, 5 ml of water is added and the pH adjusted to 2 by addition of 1M hydrochloric acid. The precipitate is filtered off, washed with water and dried. This yields the title compound as a white solid. Mass spectrum: m/z (M−H)−: 298.1; 300.1

Workup

  1. customThen, the dioxane is removed in vacuo, 5 ml of water
  2. additionis added
  3. additionthe pH adjusted to 2 by addition of 1M hydrochloric acid
  4. filtrationThe precipitate is filtered off
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-9fd187b0921b4bf983bab97688091735
Source dataset
uspto-grants-2008_10
Patent number
US07432293B2

Reaction notes

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