Lithium Hydroxide → HCID 9860604, compound

HRID 2113900Notes

Reaction equation

HRID 2113900 reaction equation
C[O:2][C:3](=[O:22])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[O:14][N:13]=[C:12]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=3)[N:11]=2)[CH:5]=1.[OH-].[Li+]>O1CCOCC1>[F:21][C:18]1[CH:17]=[CH:16][C:15]([C:12]2[N:11]=[C:10]([C:6]3[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=3)[C:3]([OH:22])=[O:2])[O:14][N:13]=2)=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 69225377HCID 69225377, compound

Product 1

HCID 9860604HCID 9860604, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In a 25 ml flask, 0.93 g (3.1 mmol) of 3-[3-(4-fluoro-phenyl)-[1,2,4]oxadiazol-5-yl]-benzoic acid methyl ester are dissolved in 17 ml of dioxane. Then, 4.7 ml of an aqueous lithium hydroxide solution (1M, 4.7 mmol, 1.5 eq.) are added and the cloudy mixture is stirred for 6 h at room temperature. Now, the dioxane is removed in vacuo, 20 ml of water are added and the pH of the solution is adjusted to 2. The resulting precipitate is filtered and washed with water and CH2Cl2. This yields, after drying, the title compound. Mass spectrum: m/z (M−H)−: 283.0

Workup

  1. customNow, the dioxane is removed in vacuo, 20 ml of water
  2. additionare added
  3. filtrationThe resulting precipitate is filtered
  4. washwashed with water and CH2Cl2
  5. customThis yields, after drying

Sources & evidence

ORD record
ord-74fbb30a5db64575b7a54d1d17a112bb
Source dataset
uspto-grants-2008_10
Patent number
US07432293B2

Reaction notes

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