Piperonyl alcohol → 1,3-Benzodioxole, 5-(bromomethyl)-

HRID 748477Notes

Reaction equation

HRID 748477 reaction equation
P(Br)(Br)[Br:2].[CH2:5]1[O:15][C:14]2[CH:13]=[CH:12][C:9]([CH2:10]O)=[CH:8][C:7]=2[O:6]1>C(Cl)(Cl)(Cl)Cl>[CH2:5]1[O:15][C:14]2[CH:13]=[CH:12][C:9]([CH2:10][Br:2])=[CH:8][C:7]=2[O:6]1

Participants

4

Reactant 2

HCID 10322Piperonyl alcoholHCID 24614Phosphorus tribromide

Product 1

HCID 64514231,3-Benzodioxole, 5-(bromomethyl)-

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

Phosphorus tribromide (0.35 mmol) was added to a solution of 3,4-methylenedioxy benzyl alcohol (1 mmol) in 10 ml of carbon tetrachloride at room temperature. The reaction mixture was refluxed for 4 hrs., cooled to room temperature and washed with sodium carbonate solution (10 ml). The organic layer was dried and concentrated under reduced pressure to give the required product which was used as such for the next step.

Workup

  1. temperatureThe reaction mixture was refluxed for 4 hrs
  2. washwashed with sodium carbonate solution (10 ml)
  3. customThe organic layer was dried
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ecf682b60c074ea9b782e6944b447a50
Source dataset
uspto-grants-2008_07
Patent number
US07399779B2

Reaction notes

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