Sodium Hydroxide → 4-[4-(1-Ethoxycyclopropyl)-3-isopropyl-phenylethynyl]-benzoic acid

HRID 2185320Notes

Reaction equation

HRID 2185320 reaction equation
[CH2:1]([O:3][C:4]1([C:7]2[CH:12]=[CH:11][C:10]([C:13]#[C:14][C:15]3[CH:25]=[CH:24][C:18]([C:19]([O:21]CC)=[O:20])=[CH:17][CH:16]=3)=[CH:9][C:8]=2[CH:26]([CH3:28])[CH3:27])[CH2:6][CH2:5]1)[CH3:2].[OH-].[Na+]>C(O)C>[CH2:1]([O:3][C:4]1([C:7]2[CH:12]=[CH:11][C:10]([C:13]#[C:14][C:15]3[CH:16]=[CH:17][C:18]([C:19]([OH:21])=[O:20])=[CH:24][CH:25]=3)=[CH:9][C:8]=2[CH:26]([CH3:27])[CH3:28])[CH2:6][CH2:5]1)[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22568977HCID 22568977, compound2×

Product 1

HCID 225688544-[4-(1-Ethoxycyclopropyl)-3-isopropyl-phenylethynyl]-benzoic acidYield 98.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Using General Procedure I; A solution of ethyl 4-[4-(1-ethoxycyclopropyl)-3-isopropyl-phenylethynyl]-benzoate (Compound 99, 28.0 mg, 0.07 mmol) in ethanol (2 mL) and tetrahydrofuiran (2 mL) was treated with NaOH (80.0 mg, 2.0 mmols, 2.0 mL of a, 1N aqueous solution) and stirred overnight at room temperature. Work-up afforded 24 mg (92%) the title compound as a pale-yellow solid.

Sources & evidence

ORD record
ord-6abcc0654d5c4295b427304189f8bda8
Source dataset
uspto-grants-2002_06
Patent number
US06399774B1

Reaction notes

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