Bromine → HCID 20375140, compound

HRID 1448669Notes

Reaction equation

HRID 1448669 reaction equation
[CH2:1]([O:15][C:16]1[CH:21]=[CH:20][C:19]([C:22](=[O:33])[CH2:23][C:24]2[CH:29]=[CH:28][C:27]([N+:30]([O-:32])=[O:31])=[CH:26][CH:25]=2)=[CH:18][CH:17]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[Br:34]Br>C(Cl)(Cl)Cl>[CH2:1]([O:15][C:16]1[CH:21]=[CH:20][C:19]([C:22](=[O:33])[CH:23]([Br:34])[C:24]2[CH:29]=[CH:28][C:27]([N+:30]([O-:32])=[O:31])=[CH:26][CH:25]=2)=[CH:18][CH:17]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

4

Reactant 2

HCID 24408BromineHCID 20375143HCID 20375143, compound

Product 1

HCID 20375140HCID 20375140, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

80 g (0.18 mol) of p-n-tetradecyloxy-ω-(p-nitrophenyl)acetophenone prepared as described above was dissolved in 400 cc of chloroform and to the solution 28 g (0.18 mol) of bromine dissolved in 50 cc of chloroform was gradually added dropwise while refluxing with heating. The mixture was washed with water and dried with anhydrous sodium sulfate. Chloroform was distilled off under reduced pressure and 91 g of p-n-tetradecyloxy-ω-bromo-ω-(p-nitrophenyl)acetophenone was obtained after recrystallization from n-hexane. Yield: 95%, Melting Point: 55° to 56° C.

Workup

  1. additionwas gradually added dropwise
  2. temperaturewhile refluxing
  3. temperaturewith heating
  4. washThe mixture was washed with water
  5. dry with materialdried with anhydrous sodium sulfate
  6. distillationChloroform was distilled off under reduced pressure

Sources & evidence

ORD record
ord-68f68e79ec884d5d95a817fea7f269eb
Source dataset
uspto-grants-1980_02
Patent number
US04187110

Reaction notes

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