Sulfuric Acid → 2-Benzyltoluene

HRID 1764597Notes

Reaction equation

HRID 1764597 reaction equation
[CH3:1][C:2]1[C:7]([CH2:8]Cl)=[CH:6][CH:5]=[CH:4][CH:3]=1.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

4

Reactant 2

HCID 1118Sulfuric AcidHCID 11093alpha-Chloro-o-xylene

Product 1

HCID 697382-BenzyltolueneYield 81.1%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 70 parts of o-xylyl chloride in 230 parts of benzene is added to 350 parts of 75 per cent strength by weight sulfuric acid at 80° C in a stirred vessel, the mixture being stirred with an impeller stirrer at 900 revolutions per minute. After a further 5 hours at 80° C, during which the batch is mixed thoroughly, the organic phase is separated off and 73 parts (= 81.1% of theory) of o-benzyltoluene boiling at from 97° to 100° C at 0.2 mm Hg, and of nD25 = 1.5749, are isolated by distillation.

Workup

  1. additionduring which the batch is mixed thoroughly
  2. customthe organic phase is separated off

Sources & evidence

ORD record
ord-935a266526d7406a9c04697ab2d59e1e
Source dataset
uspto-grants-1978_09
Patent number
US04117019

Reaction notes

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