Lithium Hydroxide → HCID 66939434, compound

HRID 1257472Notes

Reaction equation

HRID 1257472 reaction equation
[F:1][C:2]([F:26])([F:25])[C:3]1[CH:4]=[C:5]([C:9]2[O:13][N:12]=[C:11]([CH2:14][C:15]3[CH:24]=[CH:23][C:18]([C:19]([O:21]C)=[O:20])=[CH:17][CH:16]=3)[N:10]=2)[CH:6]=[CH:7][CH:8]=1.[OH-].[Li+]>O1CCCC1.O>[F:25][C:2]([F:1])([F:26])[C:3]1[CH:4]=[C:5]([C:9]2[O:13][N:12]=[C:11]([CH2:14][C:15]3[CH:24]=[CH:23][C:18]([C:19]([OH:21])=[O:20])=[CH:17][CH:16]=3)[N:10]=2)[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 66939294HCID 66939294, compound

Product 1

HCID 66939434HCID 66939434, compoundYield 52%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

The compound (1.2 g) obtained in Example 201b was dissolved in tetrahydrofuran (32 mL) and water (8 mL), and lithium hydroxide (0.56 g) was added. The reaction mixture was heated at 40-60° C. for 48 hr, stirred and concentrated under reduced pressure. The residue was diluted with water and adjusted with 2.5N hydrochloric acid to pH 5-6. The resulting precipitate was collected by filtration and dried. The obtained solid was recrystallized from ethyl acetate to give the title compound (0.60 g) as a colorless solid.

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionThe residue was diluted with water
  3. filtrationThe resulting precipitate was collected by filtration
  4. customdried
  5. customThe obtained solid was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-c2d812bb192d421383954a5313d1a9d0
Source dataset
uspto-grants-2013_06
Patent number
US08461348B2

Reaction notes

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