Hydrochloric Acid → 4-tert-Butylchlorobenzene

HRID 745628Notes

Reaction equation

HRID 745628 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 29.8%

Conditions

Temperature
30 °C

Procedure

To 169 g of chlorobenzene was added 1.5 g of ferric chloride, and hydrogen chloride gas was blown into the mixture for 10 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-tert-butylchlorobenzene (pb.: 113° C./28mmHg).

Workup

  1. washThe reaction mixture was washed with an aqueous solution of sodium carbonate
  2. customwith water, and evaporated under reduced pressure

Sources & evidence

ORD record
ord-c4997953dc29481fba296a3d238362b8
Source dataset
uspto-grants-1986_07
Patent number
US04599362

Reaction notes

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