Phosphoric Acid → 2-Benzyltoluene

HRID 1764608Notes

Reaction equation

HRID 1764608 reaction equation
[CH3:1][C:2]1[C:7]([CH2:8]Cl)=[CH:6][CH:5]=[CH:4][CH:3]=1.P(=O)(O)(O)O.S(=O)(=O)(O)O.[C:20]1(C)[CH:25]=[CH:24][C:23](S(O)(=O)=O)=[CH:22][CH:21]=1>C1C=CC=CC=1>[CH2:8]([C:7]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH3:1])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

6

Reactant 4

HCID 1004Phosphoric AcidHCID 1118Sulfuric AcidHCID 6101p-Toluenesulfonic acidHCID 11093alpha-Chloro-o-xylene

Product 1

HCID 697382-BenzyltolueneYield 89%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 70 parts of o-xylyl chloride and 390 parts of benzene is added to a mixture of 135 parts of 85% strength by weight phosphoric acid, 270 parts of 85% strength by weight sulfuric acid and 10 parts of p-toluenesulfonic acid at from 75° to 80° C, whilst stirring thoroughly. After a further 4 hours at from 75° to 80° C the organic phase is separated off and 81 parts (89% of theory) of o-benzyltoluene (nD25 : 1.5739) are isolated by distillation at from 98° to 100° C at 0.2 mm Hg.

Workup

  1. customAfter a further 4 hours at from 75° to 80° C the organic phase is separated off

Sources & evidence

ORD record
ord-642b88063d474bdd88293435de8a963a
Source dataset
uspto-grants-1978_09
Patent number
US04117019

Reaction notes

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