Reacción #320294

ord-e0c509fb2aff48019cfa82aad258769a

Ecuación de reacción

CCOC(=O)c1ccc(C#Cc2ccc3c(c2)C(C)(C)CCC3=O)cc1
ethyl 4-[(5,6,7,8-tetrahydro-8,8-dimethyl-5-oxonaphth-2-yl)ethynyl]benzoate
CCOC(=O)c1ccc(C#Cc2ccc3c(c2)C(C)(C)CCC3=O)cc1
Compound 1
CCOC(=O)c1ccc(C#Cc2ccc3c(c2)C(C)(C)CCC3=O)cc1
ethyl 4-[(5,6,7,8-tetrahydro-8,8-dimethyl-5-oxonaphth-2-yl)ethynyl]benzoate
C#Cc1ccc2c(c1)C(C)(C)CCC2=C(CC)CC
6-ethynyl-3,4-dihydro-1(2H)-(3-pentylidene)-4,4-dimethylnaphthalene
C#Cc1ccc2c(c1)C(C)(C)CCC2=C(CC)CC
Compound W
C#Cc1ccc2c(c1)C(C)(C)CCC2=C(CC)CC
6-ethynyl-3,4-dihydro-1(2H)-(3-pentylidene)-4,4-dimethylnaphthalene
CCOC(=O)c1ccc(C#Cc2ccc3c(c2)C(C)(C)CCC3=C(CC)CC)cc1
title compound
CCOC(=O)c1ccc(C#Cc2ccc3c(c2)C(C)(C)CCC3=C(CC)CC)cc1
Ethyl 4-[(7,8-dihydro-8,8-dimethyl-5(6H)-(3-pentylidene)naphth-2-yl)ethynyl]benzoate

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

Employing the same general procedure as for the preparation of ethyl 4-[(5,6,7,8-tetrahydro-8,8-dimethyl-5-oxonaphth-2-yl)ethynyl]benzoate (Compound 1), 143 mg (0.57 mmol) of 6-ethynyl-3,4-dihydro-1(2H)-(3-pentylidene)-4,4-dimethylnaphthalene (Compound W) was converted into the title compound using 142 mg (0.51 mmol) of ethyl 4-iodobenzoate, 36 mg (0.19 mmol) of cuprous iodide and 130 mg (0.19 mmol) of bis(triphenylphosphine)palladium(II) chloride.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05591858uspto-grants-1997_01