Phosphoric Acid → 2-Benzyltoluene

HRID 1764600Notes

Reaction equation

HRID 1764600 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.FC(F)(F)S(O)(=O)=O>C1C=CC=CC=1>[CH2:8]([C:7]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH3:1])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1004Phosphoric AcidHCID 11093alpha-Chloro-o-xyleneHCID 62406Trifluoromethanesulfonic acid

Product 1

HCID 697382-BenzyltolueneYield 87.7%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 70 parts of o-xylyl chloride and 160 parts of benzene is added to a mixture of 170 parts of 85 per cent strength by weight phosphoric acid and 30 parts of trifluoromethanesulfonic acid at from 75° to 78° C, whilst stirring vigorously. After a further 6 hours, the organic phase is separated off and 79 parts (87.7% of theory) of o-benzyltoluene boiling at 98° C at 0.2 mm Hg are isolated by distillation.

Workup

  1. customthe organic phase is separated off

Sources & evidence

ORD record
ord-9a22f0df7c9a4d2cbb64c470f4b87f84
Source dataset
uspto-grants-1978_09
Patent number
US04117019

Reaction notes

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