Water → 1-Bromo-4-(1-chloroethyl)benzene

HRID 873333Notes

Reaction equation

HRID 873333 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](O)[CH3:9])=[CH:4][CH:3]=1.C(Cl)[Cl:12].O>Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([Cl:12])[CH3:9])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6344Dichloromethane2×HCID 953521-(4-Bromophenyl)ethanol

Product 1

HCID 145574671-Bromo-4-(1-chloroethyl)benzene

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

1-(4-Bromophenyl)ethanol (3.17 g, 15.8 mmol) was stirred in concentrated HCl (25 mL) and DCM (20 mL) at room temperature for 3 d. Water and DCM were added and the aqueous phase extracted with DCM. The combined organics were dried using a phase separator and concentrated in vacuo to give 1-Bromo-4-(1-chloroethyl)benzene (3.49 g) as a colourless oil which was used in the next step without further purification.

Workup

  1. extractionthe aqueous phase extracted with DCM
  2. customThe combined organics were dried
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4f82c40defaa4482b073f279a84d00b3
Source dataset
uspto-grants-2015_03
Patent number
US08975406B2

Reaction notes

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