Sodium Hydroxide → HCID 58902281, compound

HRID 1640150Notes

Reaction equation

HRID 1640150 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:12]=[C:13]([CH2:15][OH:16])[CH:14]=1)[C:8]([O:10]C)=[O:9])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>CO.O>[C:1]([C:5]1[CH:6]=[C:7]([CH:12]=[C:13]([CH2:15][OH:16])[CH:14]=1)[C:8]([OH:10])=[O:9])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 12144659Methyl 3-tert-butyl-5-(hydroxymethyl)benzoate

Product 1

HCID 58902281HCID 58902281, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 3-tert-butyl-5-(hydroxymethyl)benzoate (3.0 g, 0.013 mol) in MeOH (20 mL) was added sodium hydroxide (0.54 g, 0.013 mol) in water (10 mL). The reaction mixture was allowed to stir at rt overnight and then concentrated. To the residue was added 1M HCl added (pH 5) and the resulting precipitate was collected by filtration to give 3-tert-butyl-5-(hydroxymethyl)benzoic acid (92%). LCMS ES−207.

Workup

  1. concentrationconcentrated
  2. additionTo the residue was added 1M HCl
  3. additionadded (pH 5)
  4. filtrationthe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-969553040fe94ca7b159ca8fe8bd2807
Source dataset
uspto-grants-2012_02
Patent number
US08110687B2

Reaction notes

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