Sodium Hydroxide → 4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-fluoro-benzoic Acid

HRID 564068Notes

Reaction equation

HRID 564068 reaction equation
C[O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][C:7]([C:10]([CH3:18])([CH3:17])[O:11][SiH2:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[C:6]([F:19])[CH:5]=1.[OH-].[Na+]>CCO>[C:13]([SiH2:12][O:11][C:10]([CH3:18])([CH3:17])[C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:20])=[O:2])=[CH:5][C:6]=1[F:19])([CH3:16])([CH3:14])[CH3:15]

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 1317292934-(tert-Butyl-dimethyl-silanyloxymethyl)-3-fluoro-benzoic Acid Methyl Ester

Product 1

HCID 1317292924-(tert-Butyl-dimethyl-silanyloxymethyl)-3-fluoro-benzoic Acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 2.20 g (7.37 mmol) 4-(tert-butyl-dimethyl-silanyloxymethyl)-3-fluoro-benzoic acid methyl ester (preparation 16c) in 30 mL EtOH is added 12 mL 1 M aqueous NaOH-solution. The mixture is stirred 1 h at RT, additional 4 mL 1 M aqueous NaOH-solution are added and the reaction mixture is stirred an additional hour. The solvent is evaporated, the residue is acidified with 1 M aqueous HCl-solution. The precipitate is collected and dried.

Workup

  1. stirringthe reaction mixture is stirred an additional hour
  2. customThe solvent is evaporated
  3. customThe precipitate is collected
  4. customdried

Sources & evidence

ORD record
ord-60712dbb706f4a769ad018dc93809d42
Source dataset
uspto-grants-2011_11
Patent number
US08067590B2

Reaction notes

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