Lithium Hydroxide → HCID 18519029, compound

HRID 1369282Notes

Reaction equation

HRID 1369282 reaction equation
[CH:1]([C:3]1[C:4]([C:15]([O:17]C)=[O:16])=[CH:5][C:6]2[C:11]([CH:12]=1)=[C:10]([CH:13]=[O:14])[CH:9]=[CH:8][CH:7]=2)=[O:2].[Li+].[OH-]>C1COCC1.O>[CH:13]([C:10]1[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=1)=[CH:5][C:4]1[C:15](=[O:17])[O:16][CH:1]([OH:2])[C:3]=1[CH:12]=2)=[O:14]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 18519026HCID 18519026, compound

Product 1

HCID 18519029HCID 18519029, compoundYield 19%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of the impure methyl 3,5-diformyl-2-naphthoate in THF (10 mL) at rt was added 1.0 M aqueous LiOH (5 mL, 5 mmol). After 1.5 hours, the reaction mixture was diluted with H2O and washed with Et2O. The aqueous layer was acidified with 1.0 M aqueous HCl and extracted with EtOAc. The organic layer was dried over MgSO4 and concentrated in vacuo to give the title compound (200 mg, 19% from methyl 3,5-diethenyl-2-naphthoate) as a white solid.

Workup

  1. washwashed with Et2O
  2. extractionextracted with EtOAc
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-cbb4baeb5bf14f459b4597a30a946a26
Source dataset
uspto-grants-2003_06
Patent number
US06576766B1

Reaction notes

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