Lithium Hydroxide → HCID 57804148, compound

HRID 2102907Notes

Reaction equation

HRID 2102907 reaction equation
[CH:1]1([C:6]#[C:7][C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14]C)=[O:13])=[C:10]([F:18])[CH:9]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[Li+].[OH-]>CO>[CH:1]1([C:6]#[C:7][C:8]2[CH:17]=[CH:16][C:11]([C:12]([OH:14])=[O:13])=[C:10]([F:18])[CH:9]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 57804210HCID 57804210, compound

Product 1

HCID 57804148HCID 57804148, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 4-(cyclopentylethynyl)-2-fluorobenzoate was dissolved in 10 mL of MeOH and 10 mL of 2N LiOH and the mixture was refluxed overnight. The MeOH was removed under vacuum and the basic layer was washed with EtOAC, acidified, and re-extracted with EtOAC. The organic layer was washed with brine, dried (Na2SO4), filtered and concentrated under vacuum to give the desired product (645 mg) as a beige solid. m/z=233 (M+1).

Workup

  1. customThe MeOH was removed under vacuum
  2. washthe basic layer was washed with EtOAC
  3. extractionre-extracted with EtOAC
  4. washThe organic layer was washed with brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-b55622c901e54310a63b0415604ae726
Source dataset
uspto-grants-2009_08
Patent number
US07576099B2

Reaction notes

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