alpha-Chloro-o-xylene → 2-Benzyltoluene

HRID 1764602Notes

Reaction equation

HRID 1764602 reaction equation
[CH3:1][C:2]1[C:7]([CH2:8]Cl)=[CH:6][CH:5]=[CH:4][CH:3]=1.O.O.B(F)(F)F.O.S(=O)(=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 11093alpha-Chloro-o-xyleneHCID 61591Boron trifluoride dihydrateHCID 21910475Sulfuric acid hydrate (1:1)

Product 1

HCID 697382-BenzyltolueneYield 90%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 140 parts of o-xylyl chloride and 500 parts of benzene is added to a mixture of 162 parts of boron fluoride dihydrate and 16 parts of sulfuric acid monohydrate at from 75° to 78° C, whilst stirring vigorously. After a further 6 hours, the organic phase is separated off and 162 parts (90% 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-4252bd3214ca4e01a22f1ee2259693d7
Source dataset
uspto-grants-1978_09
Patent number
US04117019

Reaction notes

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