Reaktion #669956

ord-bf68e7e6c65d4d468916fd7924fe50b8

Reaktionsgleichung

BrBr
bromine
Cc1ccc(S(=O)(=O)Nc2ccc([N+](=O)[O-])cc2)cc1
N-(4-nitrophenyl)-4-methylbenzenesulphonamide
[Cl][Mg][CH]1CCCC1
cyclopentylmagnesium chloride
CCN(CC)CC
triethylamine
→
Cc1ccc(S(=O)(=O)Nc2cc(C3CCCC3)c([N+](=O)[O-])cc2Br)cc1
expected product
Cc1ccc(S(=O)(=O)Nc2cc(C3CCCC3)c([N+](=O)[O-])cc2Br)cc1
N-(2-Bromo-5-cyclopentyl-4-nitrophenyl)-4-methylbenzenesulphonamide

Edukte

BrBr
bromine
—
solution
Cc1ccc(S(=O)(=O)Nc2ccc([N+](=O)[O-])cc2)cc1
N-(4-nitrophenyl)-4-methylbenzenesulphonamide
[Cl][Mg][CH]1CCCC1
cyclopentylmagnesium chloride
CCN(CC)CC
triethylamine

Reagenzien

Keine

Lösungsmittel

C1CCOC1
THF
CCOCC
ether

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThis compound is prepared

Vorschrift

This compound is prepared according to the procedure described in step A of Preparation 2.18, from 15 g of N-(4-nitrophenyl)-4-methylbenzenesulphonamide in 100 ml of THF and 64 ml of a 2M solution of cyclopentylmagnesium chloride in ether, followed by 6.8 ml of bromine and 35 ml of triethylamine. 6.1 g of the expected product are obtained, m.p.=122° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05925661uspto-grants-1999_07