Lithium Hydroxide → HCID 58828852, compound

HRID 908324Notes

Reaction equation

HRID 908324 reaction equation
[CH:1]1[C:10]2[C:5](=[C:6]([C:11]3[CH:12]=[C:13]4[C:18](=[CH:19][CH:20]=3)[C:17]([C:21]([O:23]C)=[O:22])=[CH:16][CH:15]=[CH:14]4)[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1.[Li+].[OH-]>C1COCC1>[CH:1]1[C:10]2[C:5](=[C:6]([C:11]3[CH:12]=[C:13]4[C:18](=[CH:19][CH:20]=3)[C:17]([C:21]([OH:23])=[O:22])=[CH:16][CH:15]=[CH:14]4)[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 58828884HCID 58828884, compound

Product 1

HCID 58828852HCID 58828852, compoundYield 125.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of Methyl 6-(isoquinolin-5-yl)-1-naphthoate (1.4 g, 4.4 mmol) in THF (445 mL) was added 1N LiOH (89 mL) and the resulting mixture was stirred at room temperature. The mixture was concentrated down to a small aqueous volume, which was acidified to pH 5 with conc HCl. The solid was isolated by filtration, washed with a small amount of water and dried overnight under vacuum to give 1.65 g of the titled compound.

Workup

  1. concentrationThe mixture was concentrated down to a small aqueous volume, which
  2. customThe solid was isolated by filtration
  3. washwashed with a small amount of water
  4. customdried overnight under vacuum

Sources & evidence

ORD record
ord-4af8bc54b4b34e38894c22a5459dba0f
Source dataset
uspto-grants-2011_09
Patent number
US08017601B2

Reaction notes

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