Sodium Hydroxide → Naproxen Sodium

HRID 3977

Reaction equation

HRID 3977 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C@H:13]([CH3:17])[C:14]([OH:16])=[O:15])[CH:7]=[CH:6]2.[OH-].[Na+:19]>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C@H:13]([CH3:17])[C:14]([O-:16])=[O:15])[CH:7]=[CH:6]2.[Na+:19]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 156391Naproxen

Product 1

HCID 23681059Naproxen Sodium

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 300 mg of (S)-2-(6-methoxy-2-naphthyl)-propionic acid in 5 ml of methanol is added a 1 molar equivalent of sodium hydroxide, in the form of a 0.1N solution. The solvent is evaporated in vacuo and the residue is taken up in 2 ml of methanol, followed by precipitation with ether, to yield crude sodium (S)-2-(6-methoxy-2-naphthyl)propionate.

Workup

  1. customThe solvent is evaporated in vacuo
  2. customfollowed by precipitation with ether

Sources & evidence

ORD record
ord-969a0003bb064226bfa65a3513e9c62c
Source dataset
uspto-grants-1988_02
Patent number
US04723033

Linked notes

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