2-Bromo-5-nitropyridine → 2-[3-[(6-Bromohexyl)oxy]-1-propynyl]-5-nitropyridine

HRID 1649789Notes

Reaction equation

HRID 1649789 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[Br:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][O:18][CH2:19][C:20]#[CH:21]>>[Br:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][O:18][CH2:19][C:20]#[C:21][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 782402-Bromo-5-nitropyridineHCID 218955011-Bromo-6-(prop-2-YN-1-yloxy)hexane

Product 1

HCID 198548002-[3-[(6-Bromohexyl)oxy]-1-propynyl]-5-nitropyridine

Procedure

2-Bromo-5-nitropyridine (6.4 g) and 1-bromo-6-[(2-propynyl)oxy]hexane (6.39 g) were treated as in Intermediate 20 to give, after FCC eluting with hexane-ether (2:1), the title compound as a brown oil (7 g), t.l.c. (hexane-ether 5:1) Rf 0.22.

Workup

  1. customto give
  2. washafter FCC eluting with hexane-ether (2:1)

Sources & evidence

ORD record
ord-03c52a5051ff47cb89da48b21c119343
Source dataset
uspto-grants-1990_05
Patent number
US04921867

Reaction notes

Loading…