Styrene → HCID 21917835, compound

HRID 1758125Notes

Reaction equation

HRID 1758125 reaction equation
[CH:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:13]=[CH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>S(=O)(=O)(O)O>[CH:7]1([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][C:6]=2[CH:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH3:13])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1

Participants

4

Reactant 2

HCID 7501StyreneHCID 13229Cyclohexylbenzene2×

Product 1

HCID 21917835HCID 21917835, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Procedure

In a reactor, 1 liter or cyclohexylbenzene and 200 ml of concentrated sulfuric acid were introduced and the resultant mixture was kept at 15° C. Then, 800 ml of a 1:1 mixture of cyclohexylbenzene and styrene was added dropwise to the resultant mixture over a period of two hours, while the temperature of the mixture was kept in the range of from 15° to 20° C. At the end of the dropwise addition of the mixture, 200 ml of concentrated sulfuric acid was added to continue the reaction further for 30 minutes. Then, the reaction mixture was washed repeatedly with water to remove residual sulfuric acid and then distilled to isolate 1-(cyclohexylphenyl)-1-phenylethane (a mixture of structural isomers). Then, 1 liter of 1-(cyclohexylphenyl)-1-phenylethane was introduced in the autoclave and, in the presence of a nickel catalyst, subjected to hydrogenation under the conditions of 100 kg/cm2G of initial hydrogen pressure and 140° to 170° C. temperature for two hours, to afford hydrogenated 1-(biphenylyl)-1-phenylethane (a mixture of structural isomers). The general attributes of this hydrogenation product were as shown in Table 4.

Workup

  1. customwas kept at 15° C
  2. customwas kept in the range of from 15° to 20° C
  3. additionwas added
  4. customthe reaction further for 30 minutes
  5. washThen, the reaction mixture was washed repeatedly with water
  6. customto remove residual sulfuric acid
  7. distillationdistilled

Sources & evidence

ORD record
ord-9b984550f88544aa9f352bc302f938a4
Source dataset
uspto-grants-1983_02
Patent number
US04371726

Reaction notes

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