Nitric Acid → HCID 19907403, compound

HRID 2371543Notes

Reaction equation

HRID 2371543 reaction equation
[N+:1]([O-:4])(O)=[O:2].S(=O)(=O)(O)O.[Br:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][CH2:23][CH2:24][Br:25])=[CH:17][CH:16]=1>>[Br:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:16]=[CH:17][C:18]([CH2:21][CH2:22][CH2:23][CH2:24][Br:25])=[CH:19][C:20]=1[N+:1]([O-:4])=[O:2]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 15284075HCID 15284075, compound

Product 1

HCID 19907403HCID 19907403, compound

Procedure

To 1 ml of 60% nitric acid was added 1 ml of 97% sulfuric acid under ice-cooling, and the mixture was stirred for 10 minutes. After adding 0.42 g of 1,4-bis(4-bromobutyl)benzene, the whole was stirred at a room temperature for an hour. The reaction mixture was poured onto ice, and extracted with total 60 ml of chloroform. The extract was washed with a saturated sodium chloride aqueous solution, dried over magnesium sulfate and evaporated under a reduced pressure to remove the solvent. The residue was applied to a silica gel column and eluted with chloroform/hexane (1:1). From the first fraction, 0.43 g of the title compound was obtained as a pale yellow liquid.

Workup

  1. temperaturecooling
  2. stirringthe whole was stirred at a room temperature for an hour
  3. additionThe reaction mixture was poured onto ice
  4. extractionextracted with total 60 ml of chloroform
  5. washThe extract was washed with a saturated sodium chloride aqueous solution
  6. dry with materialdried over magnesium sulfate
  7. customevaporated under a reduced pressure
  8. customto remove the solvent
  9. washeluted with chloroform/hexane (1:1)

Sources & evidence

ORD record
ord-6b8374f864fc44c4993a40d798df28a6
Source dataset
uspto-grants-1992_03
Patent number
US05093370

Reaction notes

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