Benzyl Chloride → HCID 12436727, compound

HRID 1758124Notes

Reaction equation

HRID 1758124 reaction equation
[C:1]1([CH:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl-].[Al+3].[Cl-].[Cl-].[CH2:19](Cl)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[CH2:19]([C:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH3:8])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 3

HCID 7503Benzyl ChlorideHCID 119181,1-DiphenylethaneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 12436727HCID 12436727, compound

Conditions

Temperature
60 °C

Procedure

To 4 mols of 1,1-diphenylethane was added 0.001 to 0.005 mol of aluminum chloride. The mixture was heated to 60° C. and allowed to react upon 1 mol of benzyl chloride added thereto for 20 minutes. Then, the reaction mixture was washed with water to remove the used catalyst and subsequently distilled to expel the unreacted portions of the reactants. The isolated 1-(benzylphenyl-1-phenylethane (mixture of isomers) was supplied to an autoclave and, in the presence of a nickel catalyst, subjected to hydrogenation under the conditions of 100 kg/cm2G of initial hydrogen pressure, 140° to 170° C. of temperature for five hours, to afford hydrogenated 1-(benzylphenyl)-1-phenylethane (mixture of isomers). The general attributes of this reaction product were as shown in Table 2.

Workup

  1. additionadded
  2. washThen, the reaction mixture was washed with water
  3. customto remove the used catalyst
  4. distillationsubsequently distilled

Sources & evidence

ORD record
ord-822e1371672a497db95a5e11e53d45a5
Source dataset
uspto-grants-1983_02
Patent number
US04371726

Reaction notes

Loading…