Hydrochloric Acid → 4-tert-Butylchlorobenzene

HRID 434536Notes

Reaction equation

HRID 434536 reaction equation
Cl.[C:2](Cl)([CH3:5])([CH3:4])[CH3:3].[Cl:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[C:2]([C:11]1[CH:12]=[CH:13][C:8]([Cl:7])=[CH:9][CH:10]=1)([CH3:5])([CH3:4])[CH3:3]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 7964ChlorobenzeneHCID 10486tert-BUTYL CHLORIDE

Product 1

HCID 775944-tert-ButylchlorobenzeneYield 98.7%

Conditions

Temperature
30 °C

Procedure

To 16.9 g of chlorobenzene was added 1.5 g of ferric chloride, and hydrogen chloride gas was blown into the mixture for minutes. Then, 46 g of tert-butyl chloride was added dropwise to the mixture at 30° C. over a period of 1 hour. The mixture was maintained at 30° C. for 2 hours. The reaction mixture was washed with an aqueous solution of sodium carbonate and then with water, and evaporated under reduced pressure to give 25 g of 4-tertbutylchlorobenzene (bp.: 113° C./28 mmHg).

Workup

  1. waitwas blown into the mixture for minutes
  2. washThe reaction mixture was washed with an aqueous solution of sodium carbonate
  3. customwith water, and evaporated under reduced pressure

Sources & evidence

ORD record
ord-544dd4e94c5a45d2b5f5ee6c13c4d0f0
Source dataset
uspto-grants-1983_08
Patent number
US04397864

Reaction notes

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