Sodium Hydroxide → 3-Bromonaphthalene-1-carboxylic acid

HRID 2042919

Reaction equation

HRID 2042919 reaction equation
[CH:1]1[CH:10]=[C:9]2C([O:13][C:14](=[O:15])[C:7]3=[C:8]2[C:3](=[CH:4][C:5]([Br:16])=[CH:6]3)[CH:2]=1)=O.[OH-].[Na+]>O.C(O)(=O)C.[Hg]=O>[Br:16][C:5]1[CH:6]=[C:7]([C:14]([OH:15])=[O:13])[C:8]2[C:3]([CH:4]=1)=[CH:2][CH:1]=[CH:10][CH:9]=2

Participants

6

Reactant 2

HCID 14798Sodium HydroxideHCID 39074915-Bromobenzo[de]isochromene-1,3-dione

Product 1

HCID 117086093-Bromonaphthalene-1-carboxylic acid

Reagents, catalysts & solvents 3

HCID 30856Mercuric oxideCatalystHCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Procedure

To a mixture of bromo anhydride 21 (22.8 g, 82.4 mmol) and sodium hydroxide (13.2 g, 330 mmol) in water (500 mL) was added a solution of mercury(II) oxide (23.2 g, 107 mmol) in water (70 mL) and glacial acetic acid (24 mL). The reaction mixture was heated at reflux for 4 days and then cooled to room temperature. The resulting solid was filtered and dried in vacuo.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 4 days
  3. filtrationThe resulting solid was filtered
  4. customdried in vacuo

Sources & evidence

ORD record
ord-02b1e7a104144646935fa3be8d1d6acb
Source dataset
uspto-grants-2013_11
Patent number
US08586550B2

Linked notes

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