Boron trifluoride → 1-tert-Butyl-4-(3-chloro-2-methylpropyl)benzene

HRID 1065178

Reaction equation

HRID 1065178 reaction equation
B(F)(F)F.[CH3:5][CH:6]([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:7][Cl:8].[C:16](Cl)([CH3:19])([CH3:18])[CH3:17]>O>[CH3:5][CH:6]([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:7][Cl:8].[CH3:5][CH:6]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]([CH3:19])([CH3:18])[CH3:17])=[CH:12][CH:11]=1)[CH2:7][Cl:8]

Participants

6

Reactant 3

HCID 6356Boron trifluoride2×HCID 10486tert-BUTYL CHLORIDEHCID 13510156(3-Chloro-2-methylpropyl)benzene

Product 2

HCID 132518171-tert-Butyl-4-(3-chloro-2-methylpropyl)benzeneHCID 13510156(3-Chloro-2-methylpropyl)benzene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

BF3 is passed for 30 minutes into a mixture of 84 parts by weight of 2-methyl-3-phenyl-propyl chloride and 50 ml of BF3 ·2H2O at room temperature. 56 parts by weight of tert.-butyl chloride are then added dropwise at room temperature. The mixture is refluxed for 4 hours and is then allowed to cool; the crude product is introduced into water and extracted with chloroform. The organic phase is separated off, washed with water, dried over Na2CO3 and distilled. 30 parts by weight of 2-methyl-3-phenyl-propyl chloride, boiling point 105° C./16 mm Hg, and 45 parts by weight of 2-methyl-3-(p-tert.-butylphenyl)-propyl chloride, boiling point 80° C.-81° C./0.02 mm Hg, are obtained.

Workup

  1. customat room temperature
  2. temperatureThe mixture is refluxed for 4 hours
  3. temperatureto cool
  4. extractionextracted with chloroform
  5. customThe organic phase is separated off
  6. washwashed with water
  7. dry with materialdried over Na2CO3
  8. distillationdistilled

Sources & evidence

ORD record
ord-62ed638def68417c87c569adbce2f41d
Source dataset
uspto-grants-1982_05
Patent number
US04328380

Linked notes

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