Reaktion #80062

ord-02e6c9d78c45473b8586116941b5aa94

Reaktionsgleichung

CCOC(=O)c1ccc(C#Cc2ccc(C3(NCc4ccccc4)CC3)cc2)cc1
ethyl 4-[4-(1-benzylamino-cyclopropyl)-phenylethynyl]-benzoate
CCOC(=O)c1ccc(C#Cc2ccc(C3(NCc4ccccc4)CC3)cc2)cc1
Compound 111
CCOC(=O)c1ccc(C#Cc2ccc(C3(NCc4ccccc4)CC3)cc2)cc1
ethyl 4-[4-(1-benzylamino-cyclopropyl)-phenylethynyl]-benzoate
[Na+].[OH-]
NaOH
→
O=C(O)c1ccc(C#Cc2ccc(C3(NCc4ccccc4)CC3)cc2)cc1
title compound
Ausbeute 50.1%
O=C(O)c1ccc(C#Cc2ccc(C3(NCc4ccccc4)CC3)cc2)cc1
4-[4-(1-Benzylamino-cyclopropyl)-phenylethynyl]-benzoic acid
Ausbeute 50.1%

Edukte

—
aqueous solution
CCOC(=O)c1ccc(C#Cc2ccc(C3(NCc4ccccc4)CC3)cc2)cc1
ethyl 4-[4-(1-benzylamino-cyclopropyl)-phenylethynyl]-benzoate
CCOC(=O)c1ccc(C#Cc2ccc(C3(NCc4ccccc4)CC3)cc2)cc1
Compound 111
CCOC(=O)c1ccc(C#Cc2ccc(C3(NCc4ccccc4)CC3)cc2)cc1
ethyl 4-[4-(1-benzylamino-cyclopropyl)-phenylethynyl]-benzoate
[Na+].[OH-]
NaOH

Reagenzien

Keine

Lösungsmittel

CCO
ethanol
C1CCOC1
tetrahydrofuran

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Using General Procedure I; a solution of ethyl 4-[4-(1-benzylamino-cyclopropyl)-phenylethynyl]-benzoate (Compound 111, 75.0 mg, 0.19 mmol) in ethanol (4 mL) and tetrahydrofuran (4 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 35.0 mg (50%) of the title compound as a colorless solid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06713647B2uspto-grants-2004_03