Lithium Hydroxide → 4-[(4,4-Dimethyl-2-iso-propoxy-3,4-dihydro-6-quinolinyl)ethynyl]benzoic acid

HRID 52441Notes

Reaction equation

HRID 52441 reaction equation
[CH3:1][C:2]1([CH3:29])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]#[C:13][C:14]3[CH:24]=[CH:23][C:17]([C:18]([O:20]CC)=[O:19])=[CH:16][CH:15]=3)[CH:10]=2)[N:5]=[C:4]([O:25][CH:26]([CH3:28])[CH3:27])[CH2:3]1.[Li+].[OH-]>C1COCC1.CCO>[CH3:1][C:2]1([CH3:29])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]#[C:13][C:14]3[CH:15]=[CH:16][C:17]([C:18]([OH:20])=[O:19])=[CH:23][CH:24]=3)[CH:10]=2)[N:5]=[C:4]([O:25][CH:26]([CH3:27])[CH3:28])[CH2:3]1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 19963721Ethyl 4-[(4,4-dimethyl-2-isopropoxy-3,4-dihydro-6-quinolinyl)ethynyl]benzoate2×

Product 1

HCID 199637054-[(4,4-Dimethyl-2-iso-propoxy-3,4-dihydro-6-quinolinyl)ethynyl]benzoic acid

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 0.023 mg (0.06 mmol) of ethyl 4-[(4,4-dimethyl-2-iso-propoxy-3,4-dihydro-6-quinolinyl)ethynyl]benzoate (Compound 6) in 2 ml of THF, 1 ml of EtOH, and 2 ml of 1N LiOH was stirred at room temperature for 1 h. Aqueous work up yielded the title compound as a white solid.

Sources & evidence

ORD record
ord-7e8e49eeb297495fb93b3e4ce87c807a
Source dataset
uspto-grants-1997_04
Patent number
US05616712

Reaction notes

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