Lithium hydroxide, monohydrate → 4-[4-(Carboxy)methoxy-3,5-dimethyphenyl]-2-methyl-1(2H)phthalazinone

HRID 1953811Notes

Reaction equation

HRID 1953811 reaction equation
O.[OH-].[Li+].C[O:5][C:6]([CH2:8][O:9][C:10]1[C:15]([CH3:16])=[CH:14][C:13]([C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:20](=[O:27])[N:19]([CH3:28])[N:18]=2)=[CH:12][C:11]=1[CH3:29])=[O:7]>O1CCCC1>[C:6]([CH2:8][O:9][C:10]1[C:11]([CH3:29])=[CH:12][C:13]([C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:20](=[O:27])[N:19]([CH3:28])[N:18]=2)=[CH:14][C:15]=1[CH3:16])([OH:7])=[O:5]

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 2800809[2,6-Dimethyl-4-(3-methyl-4-oxo-3,4-dihydro-phthalazin-1-yl)-phenoxy]-acetic acid methyl ester

Product 1

HCID 700083854-[4-(Carboxy)methoxy-3,5-dimethyphenyl]-2-methyl-1(2H)phthalazinoneYield 93.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Lithium hydroxide monohydrate (0.22 g) was added to a solution of example 107 (1.52 g) in aqueous tetrahydrofuran (1:1 50 ml) and the reaction stirred 18 h, the mixture was the concentrated in vacuo and the residual slurry acidified with 10% hydrochloric acid. The resulting precipitate was collected to give the title compound as a white solid (1.36 g).

Workup

  1. concentrationconcentrated in vacuo
  2. customThe resulting precipitate was collected

Sources & evidence

ORD record
ord-ed14d1d22ddb470eb3c1b51353d1d6aa
Source dataset
uspto-grants-2000_09
Patent number
US06118001

Reaction notes

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