Hydrochloric Acid → 4-Bromo-1-chloro-2-(chloromethyl)benzene

HRID 1474592Notes

Reaction equation

HRID 1474592 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:10])=[C:6]([CH2:8]O)[CH:7]=1.[ClH:11]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:10])=[C:6]([CH2:8][Cl:11])[CH:7]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 5074766(5-Bromo-2-chlorophenyl)methanol

Product 1

HCID 433790704-Bromo-1-chloro-2-(chloromethyl)benzeneYield 99%

Conditions

Temperature
75 °C

Procedure

(5-Bromo-2-chlorophenyl)methanol (11.37 g, 51.22 mmol) was taken in aqueous HCl (35%) (1.54 L) and stirred at 70-80° C. for 18 h. After completion of the reaction as confirmed by TLC, the reaction mixture was cooled in an ice bath. The precipitate obtained was collected over Buchner filter, washed with water (2×500 mL) and dried in vacuo to afford the title compound (12.2 g, 99%).

Workup

  1. customAfter completion of the reaction
  2. temperaturethe reaction mixture was cooled in an ice bath
  3. customThe precipitate obtained
  4. customwas collected over Buchner
  5. filtrationfilter
  6. washwashed with water (2×500 mL)
  7. customdried in vacuo

Sources & evidence

ORD record
ord-80d5ba3123d04d628e1965be71865753
Source dataset
uspto-grants-2015_04
Patent number
US09018249B2

Reaction notes

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