Hydrochloric Acid → 4-Hydroxynaphthalene-2-carboxylic acid

HRID 1185456Notes

Reaction equation

HRID 1185456 reaction equation
C([O:3][C:4]([C:6]1[CH:15]=[C:14]([O:16]C(=O)C)[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=1)=[O:5])C.[OH-].[Na+].Cl>C(O)C.O>[OH:16][C:14]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[C:6]([C:4]([OH:5])=[O:3])[CH:15]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 364908Ethyl 4-acetoxynaphthalene-2-carboxylate

Product 1

HCID 130809444-Hydroxynaphthalene-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

To a solution of 18.5 g of 4-Acetoxy-naphthalene-2-carboxylic acid ethyl ester in 100 ml ethanol/water (9:1), 240 ml of a 1M NaOH was added and stirred for 2 days at RT. Then, the reaction mixture was acidified to pH 2 with diluted hydrochloric acid to precipitate the product. The product was then collected by filtration and dried reduced pressure. Yield: 13.7 g.

Workup

  1. customto precipitate the product
  2. filtrationThe product was then collected by filtration
  3. customdried reduced pressure

Sources & evidence

ORD record
ord-b3e88b92a4a94147b8b45237a62483e8
Source dataset
uspto-grants-2014_03
Patent number
US08669266B2

Reaction notes

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