Sodium Hydroxide → HCID 11758663, compound

HRID 619240Notes

Reaction equation

HRID 619240 reaction equation
[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([S:13]([N:16]([CH3:18])[CH3:17])(=[O:15])=[O:14])=[CH:5][C:4]=1[C:19]([O:21]C)=[O:20].[OH-].[Na+]>C(O)C>[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([S:13]([N:16]([CH3:17])[CH3:18])(=[O:15])=[O:14])=[CH:5][C:4]=1[C:19]([OH:21])=[O:20]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15379682HCID 15379682, compound

Product 1

HCID 11758663HCID 11758663, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of methyl 1-methoxy-4-(N,N-dimethylaminosulfonyl)-2-napthalenecarboxylate (2.3 g; 7.13 mmol; 1 eq) is refluxed in 50% ethanol with 428 mg of NaOH (10.71 mmol; 1.5 eq) for 2 h. Next, the solvent is evaporated off under vacuum and the residue is taken up in water and extracted once with ethyl acetate. 1N HCl is added to the aqueous phase to pH 1-2. The mixture is extracted twice with dichloromethane, dried and evaporated.

Workup

  1. customNext, the solvent is evaporated off under vacuum
  2. extractionextracted once with ethyl acetate
  3. addition1N HCl is added to the aqueous phase to pH 1-2
  4. extractionThe mixture is extracted twice with dichloromethane
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-2369d5fe32844dd78357db75db700b0f
Source dataset
uspto-grants-1999_09
Patent number
US05958945

Reaction notes

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