Sodium Nitrate → 4-Bromo-3-nitrobenzaldehyde

HRID 478288

Reaction equation

HRID 478288 reaction equation
[N+:1]([O-:4])([O-])=[O:2].[Na+].[Br:6][C:7]1[CH:14]=[CH:13][C:10]([CH:11]=[O:12])=[CH:9][CH:8]=1>S(=O)(=O)(O)O>[Br:6][C:7]1[CH:14]=[CH:13][C:10]([CH:11]=[O:12])=[CH:9][C:8]=1[N+:1]([O-:4])=[O:2]

Participants

4

Reactant 2

HCID 24268Sodium NitrateHCID 707414-Bromobenzaldehyde

Product 1

HCID 8087924-Bromo-3-nitrobenzaldehydeYield 95%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
10 °C

Procedure

A suspension of sodium nitrate (1.37 g, 16.2 mmol) in concentrated sulfuric acid (15 mL) was stirred at 10° C. until a homogeneous solution was obtained. The solution was treated with 4-bromobenzaldehyde (2.50 g, 13.5 mmol) in portionwise fashion over a 20 minute period. The solution was poured onto ice (50 g) and the resulting pale yellow precipitate was collected by filteration. The precipitate was washed with copious amounts of water then dried at 30° C. under reduced pressure to provide the title compound as a pale yellow solid (2.95 g, 12.8 mmol, 95%).

Workup

  1. customwas obtained
  2. additionThe solution was poured onto ice (50 g)
  3. customthe resulting pale yellow precipitate was collected by filteration
  4. washThe precipitate was washed with copious amounts of water
  5. customthen dried at 30° C. under reduced pressure

Sources & evidence

ORD record
ord-795925d01a8d41a0be58dadcd0128125
Source dataset
uspto-grants-2003_11
Patent number
US06642222B2

Linked notes

Loading…