1-Bromo-3,4-(methylenedioxy)benzene → HCID 178419615, compound

HRID 1576664Notes

Reaction equation

HRID 1576664 reaction equation
[Mg:1].[CH2:2]1[O:10][C:9]2[CH:8]=[CH:7][C:6](Br)=[CH:5][C:4]=2[O:3]1.C1OC2C(=C([Br:21])C=CC=2)O1>BrBr.O1CCCC1>[CH2:2]1[O:10][C:9]2[CH:8]=[CH:7][C:6]([Mg:1][Br:21])=[CH:5][C:4]=2[O:3]1

Participants

6

Reactant 3

HCID 758311-Bromo-3,4-(methylenedioxy)benzeneHCID 27761894-Bromo-1,3-benzodioxoleHCID 5462224Magnesium

Product 1

HCID 178419615HCID 178419615, compound

Reagents, catalysts & solvents 2

HCID 24408BromineCatalystHCID 8028TetrahydrofuranSolvent3×

Procedure

1.35 g. magnesium chips and 20 ml. tetrahydrofuran are added in a nitrogen atmosphere to a flask provided with a stirrer, a drip funnel, a thermometer and a reflux condenser and a potassium hydroxide drying tube. The whole is then heated to 50° - 60°C and a few drops of bromine and a few drops of a solution of 11 g. 3.4-methylene dioxybromo-benzene in 50 ml. tetrahydrofuran are added. When the reaction has started, the remainder of the methylene dioxy bromo-benzene solution in tetrahydrofuran is added drop by drop for approximately 10 minutes and the resultant mixture is then left to react for 1 hour at 50° - 60°C. The Grignard solution obtained is used immediately for the reaction described below:

Workup

  1. customprovided with a stirrer, a drip funnel
  2. temperatureThe whole is then heated to 50° - 60°C
  3. customto react for 1 hour at 50° - 60°C
  4. customThe Grignard solution obtained

Sources & evidence

ORD record
ord-204a1a5eeb7144b3b53fdd64f853f5f1
Source dataset
uspto-grants-1976_09
Patent number
US03982001

Reaction notes

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