Sulfuric Acid → 2-Benzyltoluene

HRID 1764598Notes

Reaction equation

HRID 1764598 reaction equation
S(=O)(=O)(O)O.[CH3:6][C:7]1[C:12]([CH2:13]Cl)=[CH:11][CH:10]=[CH:9][CH:8]=1>C1C=CC=CC=1>[CH2:13]([C:12]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH3:6])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

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

Product 1

HCID 697382-BenzyltolueneYield 91.9%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

3,660 parts of 80 per cent strength by weight sulfuric acid are circulated in a loop reactor by means of a centrifugal pump. A solution of 1,120 parts of o-xylyl chloride and 3,120 parts of benzene is added at from 75° to 77° C in the course of 31/2 hours, resulting in the formation of an emulsion. A part of the emulsion is allowed to run continuously from an overflow into a settling vessel. The organic phase is separated off and distilled and the inorganic phase is returned to the circulation system. 1,334 parts (91.9% of theory) of o-benzyltoluene boiling at from 100° to 104° C at 0.3 mm Hg are isolated from the organic phase by distillation.

Workup

  1. customresulting in the formation of an emulsion
  2. customto run continuously from an overflow into a settling vessel
  3. customThe organic phase is separated off
  4. distillationdistilled

Sources & evidence

ORD record
ord-c01eb14e49474c2fb3aa6c8cbed43c1b
Source dataset
uspto-grants-1978_09
Patent number
US04117019

Reaction notes

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