Reacción #314594

ord-845082f05d9a4e1696ef1f36e0648b77

Ecuación de reacción

COC(=O)c1ccc2cc[nH]c2c1
methyl-indole-6-carboxylate
C[CH2][Mg][Br]
ethylmagnesium bromide
CC1(C)C(C(=O)Cl)C1(C)C
product
CC1(C)C(C(=O)Cl)C1(C)C
2,2,3,3-tetramethylcyclopropanecarbonyl chloride
COC(=O)c1ccc2c(C(=O)C3C(C)(C)C3(C)C)c[nH]c2c1
title compound
Rendimiento 40.0%
COC(=O)c1ccc2c(C(=O)C3C(C)(C)C3(C)C)c[nH]c2c1
3-(2,2,3,3-Tetramethyl-cyclopropanecarbonyl)-1H-indole-6-carboxylic acid methyl ester
Rendimiento 40.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

A mixture of methyl-indole-6-carboxylate (2.0 g, 11.4 mmol), ethylmagnesium bromide (1.0 M solution in THF, 14 mL, 14 mmol), zinc chloride (1.0 M solution in Et2O, 14 mL, 14 mmol) and the product of Example 1A (17 mmol) in 30 mL of dichloromethane was processed as described in Example 1B to provide the title compound (1.35 g, 4.5 mmol, 40% yield). MS (DCI/NH3) m/z 300 (M+H)+.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07560481B2uspto-grants-2009_07