반응 #662958

ord-ade67d2d5f1d4d3c86aca5d3c5e39a05

반응 방정식

CCOC(C)=O
EA
CS(=O)(=O)c1ccc(Br)c([N+](=O)[O-])c1
bromo-4-methylsulfonyl-2-nitrobenzene
CCB(O)O
ethylboronic acid
O=C([O-])[O-].[K+].[K+]
K2CO3
→
CCc1ccc(S(C)(=O)=O)cc1[N+](=O)[O-]
title compound
수율 41.1%
CCc1ccc(S(C)(=O)=O)cc1[N+](=O)[O-]
1-ethyl-4-methylsulfonyl-2-nitrobenzene
수율 41.1%

반응물

CCOC(C)=O
EA
CS(=O)(=O)c1ccc(Br)c([N+](=O)[O-])c1
bromo-4-methylsulfonyl-2-nitrobenzene
CCB(O)O
ethylboronic acid
O=C([O-])[O-].[K+].[K+]
K2CO3

시약

[Cl][Pd][Cl].[Fe+2].c1ccc(P(c2ccccc2)[c-]2cccc2)cc1.c1ccc(P(c2ccccc2)[c-]2cccc2)cc1
Pd(dppf)Cl2

용매

C1COCCO1.O
1,4-dioxane water

반응 조건

상세 조건
See reaction.notes.procedure_details.

실험 절차

bromo-4-methylsulfonyl-2-nitrobenzene (2 g, 7.0 mmol), ethylboronic acid (0.57 g, 7.7 mmol), K2CO3 (3.0 g, 21 mmol), Pd(dppf)Cl2 (0.29 g, 0.35 mmol) in 1,4-dioxane/water (4:1) (24 mL) were heated at 85° C. under N2 overnight. Silica gel chromatography (PE:EA=6:1) gave the title compound (0.66 g, 40%) as a brown solid.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09034900B2uspto-grants-2015_05