Benzene → 2-Benzyltoluene

HRID 1764601Notes

Reaction equation

HRID 1764601 reaction equation
[CH3:1][C:2]1[C:7]([CH2:8]Cl)=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.P(=O)(O)(O)O>[Cl-].[Zn+2].[Cl-].O>[CH2:8]([C:7]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH3:1])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

6

Reactant 3

HCID 241BenzeneHCID 1004Phosphoric AcidHCID 11093alpha-Chloro-o-xylene

Product 1

HCID 697382-BenzyltolueneYield 86.6%

Reagents, catalysts & solvents 2

HCID 3007855ZincchlorideCatalystHCID 962WaterSolvent

Procedure

A solution of 70 parts of o-xylyl chloride and 200 parts of benzene is added to a mixture of 170 parts of 85 per cent strength by weight phosphoric acid, 22 parts of water and 75 parts of zinc chloride at 75° to 80° C, whilst stirring thoroughly. After a further 5 hours, the organic phase is separated off and 78 parts (86.6% of theory) of o-benzyltoluene boiling at 98° C at 0.2 mm Hg are isolated by fractional distillation.

Workup

  1. customthe organic phase is separated off

Sources & evidence

ORD record
ord-4a3cd8eb38a64d3095b857b8b5f0fecc
Source dataset
uspto-grants-1978_09
Patent number
US04117019

Reaction notes

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