Sulfuric Acid → 3-(4-Cyclohexylphenyl)-2-methylpropyl chloride

HRID 1065176Notes

Reaction equation

HRID 1065176 reaction equation
[CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.[CH3:7][CH:8]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:9][Cl:10].S(=O)(=O)(O)O>C(Cl)(Cl)Cl>[CH:1]1([C:15]2[CH:16]=[CH:17][C:12]([CH2:11][CH:8]([CH3:7])[CH2:9][Cl:10])=[CH:13][CH:14]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 8079CyclohexeneHCID 13510156(3-Chloro-2-methylpropyl)benzene

Product 1

HCID 205415753-(4-Cyclohexylphenyl)-2-methylpropyl chlorideYield 70%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

33 parts by weight of cyclohexene are added dropwise to a mixture of 67 parts by weight of 2-methyl-3-phenylpropyl chloride and 40 parts by weight of 96% strength sulfuric acid at 10° C. Stirring is continued for 14 hours at room temperature. The crude product is dissolved in CHCl3 and the solution is thoroughly washed with ice water, dried over Na2CO3 and distilled. 70 parts by weight of 3-(4-cyclohexylphenyl)-2-methyl-propyl chloride are obtained; boiling point 130° C.-2° C./0.1 mm Hg, yield 70% (based on 2-methyl-3-phenylpropyl chloride).

Workup

  1. washthe solution is thoroughly washed with ice water
  2. dry with materialdried over Na2CO3
  3. distillationdistilled

Sources & evidence

ORD record
ord-3ac2beb5a31147eb819c6081e2818b11
Source dataset
uspto-grants-1982_05
Patent number
US04328380

Reaction notes

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