Реакция #76650

ord-2b86c3292a894938a3171479a8f43f42

Уравнение реакции

Brc1ccc(Br)cc1
1,4-Dibromobenzene
B1C2CCCC1CCC2
9-BBN
[Na+].[OH-]
sodium hydroxide
C=CCNC(=O)OCc1ccccc1
(phenylmethoxy)-N-prop-2-enylcarboxamide
O=C(NCCCc1ccc(Br)cc1)OCc1ccccc1
N-[3-(4-bromophenyl)propyl](phenylmethoxy)carboxamide
Выход 54.1%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Методика

Scheme IVc, step A: 1,4-Dibromobenzene (2 g, 8.5 mmol), (phenylmethoxy)-N-prop-2-enylcarboxamide (1.95 g, 10.1 mmol, prepared in example 8), 9-BBN-dimer (2.7 g, 11 mmol), [1,1′bis(diphenylphosphino)-ferrocene] dichloropalladium (II), PdCl2(dppf), (0.35 g, 0.42 mmol), 3N sodium hydroxide (3 mL), and pH=7 buffer hydrogen peroxide (2:1, 10 mL) were combined in a manner analogous to the procedure described in example 6 to provide the intermediate title compound, N-[3-(4-bromophenyl)propyl](phenylmethoxy)carboxamide, (1.6 g, 54%). Electron spray M.S. 348 (M*+2).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US06703425B2uspto-grants-2004_03