Bromine → HCID 21531611, compound

HRID 1657933Notes

Reaction equation

HRID 1657933 reaction equation
[CH:1]([C:4]1[CH:11]=[C:10]([CH:12]([CH3:14])[CH3:13])[CH:9]=[C:8]([CH:15]([CH3:17])[CH3:16])[C:5]=1[CH2:6][Cl:7])([CH3:3])[CH3:2].[Br:18]Br>[Fe].C(Cl)(Cl)(Cl)Cl>[Br:18][C:9]1[C:8]([CH:15]([CH3:17])[CH3:16])=[C:5]([C:4]([CH:1]([CH3:3])[CH3:2])=[CH:11][C:10]=1[CH:12]([CH3:14])[CH3:13])[CH2:6][Cl:7]

Participants

5

Reactant 2

HCID 24408BromineHCID 124806722-(Chloromethyl)-1,3,5-tri(propan-2-yl)benzene

Product 1

HCID 21531611HCID 21531611, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 5943Carbon TetrachlorideSolvent2×

Procedure

To a solution of 25 parts of 2,4,6-triisopropylbenzyl chloride (Organic Reactions, Vol. I, p. 68) in 150 parts of carbon tetrachloride is added 1 part of iron powder. The mixture is cooled and maintained at 15°-20°C, and then a solution of 16 parts bromine in 15 parts carbon tetrachloride is added dropwise during two hours. The resulting solution is washed with dilute sodium bicarbonate solution and water. It is dried with magnesium sulfate and stripped of solvent in vacuo giving 3-bromo-2,4,6-triisopropylbenzyl chloride, b.p. 111°C. (0.05 mm.)

Workup

  1. temperatureThe mixture is cooled
  2. temperaturemaintained at 15°-20°C
  3. washThe resulting solution is washed with dilute sodium bicarbonate solution and water
  4. dry with materialIt is dried with magnesium sulfate

Sources & evidence

ORD record
ord-406a51d4d2ac44d3886c425dab65d66a
Source dataset
uspto-grants-1976_06
Patent number
US03962307

Reaction notes

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