Reacción #80720

ord-6d7e8b1ba72f411199edb6ae384d2761

Ecuación de reacción

CCOC(=O)c1ccc(C#Cc2ccc3c(c2)C(C)(C)CC(SC)=N3)cc1
ethyl 4-[(4,4-dimethyl-2-methylthio-3,4-dihydro-6-quinolinyl)ethynyl]benzoate
CCOC(=O)c1ccc(C#Cc2ccc3c(c2)C(C)(C)CC(SC)=N3)cc1
Compound 9
CCOC(=O)c1ccc(C#Cc2ccc3c(c2)C(C)(C)CC(SC)=N3)cc1
ethyl 4-[(4,4-dimethyl-2-methylthio-3,4-dihydro-6-quinolinyl)ethynyl]benzoate
→
CSC1=Nc2ccc(C#Cc3ccc(C(=O)O)cc3)cc2C(C)(C)C1
title compound
CSC1=Nc2ccc(C#Cc3ccc(C(=O)O)cc3)cc2C(C)(C)C1
4-[(4,4-Dimethyl-2-methylthio-3,4-dihydro-6-quinolinyl)ethynyl]benzoic acid

Reactantes

CCOC(=O)c1ccc(C#Cc2ccc3c(c2)C(C)(C)CC(SC)=N3)cc1
ethyl 4-[(4,4-dimethyl-2-methylthio-3,4-dihydro-6-quinolinyl)ethynyl]benzoate
CCOC(=O)c1ccc(C#Cc2ccc3c(c2)C(C)(C)CC(SC)=N3)cc1
Compound 9
CCOC(=O)c1ccc(C#Cc2ccc3c(c2)C(C)(C)CC(SC)=N3)cc1
ethyl 4-[(4,4-dimethyl-2-methylthio-3,4-dihydro-6-quinolinyl)ethynyl]benzoate

Reactivos

Ninguno

Disolventes

C1CCOC1
THF
CCO
EtOH
[Li+].[OH-]
LiOH

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

A solution of 0.100 g (0.30 mmol) of ethyl 4-[(4,4-dimethyl-2-methylthio-3,4-dihydro-6-quinolinyl)ethynyl]benzoate (Compound 9) in 2 ml of THF, 1 ml of EtOH and 2 ml of 1N LiOH was stirred at room temperature for 1 h, followed by aqueous work up to yield the title compound as a yellow solid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05616712uspto-grants-1997_04