1,4-Dichlorobenzene → HCID 53811664, compound

HRID 590006Notes

Reaction equation

HRID 590006 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5](Cl)=[CH:4][CH:3]=1.[Cl-].[NH4+:10]>C(Cl)(Cl)Cl>[CH:3]1[C:4]2[N:10]([C:2]3[CH:7]=[CH:6][C:5]([N:10]4[C:7]5[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=5[C:5]5[C:4]4=[CH:3][CH:2]=[CH:7][CH:6]=5)=[CH:4][CH:3]=3)[C:7]3[C:2](=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:5]=2[CH:6]=[CH:7][CH:2]=1

Participants

4

Reactant 2

HCID 46851,4-DichlorobenzeneHCID 25517Ammonium Chloride

Product 1

HCID 53811664HCID 53811664, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The reaction was conducted for 10 minutes in the same experimental procedures as in Example 16 except for using 1,4-dichlorobenzene (4.6 g, 31.6 mmol, 1.0 equivalent) as an aryl halide. To the reaction mixture was added an aqueous solution of ammonium chloride, and the mixture was poured into chloroform (800 mL). The aqueous layer was separated off, and the organic layer was passed through a silica gel pad and concentrated to remove the excess chloroform under reduced pressure. To the thus-obtained suspension was added methanol (130 mL), and the crystal was collected from the suspension by suction filtration, washed with methanol and dried under reduced pressure to afford 12.6 g of pCP as a white powder.

Workup

  1. customThe aqueous layer was separated off
  2. concentrationconcentrated
  3. customto remove the excess chloroform under reduced pressure
  4. additionTo the thus-obtained suspension was added methanol (130 mL)
  5. filtrationthe crystal was collected from the suspension by suction filtration
  6. washwashed with methanol
  7. customdried under reduced pressure
  8. customto afford 12.6 g of pCP as a white powder

Sources & evidence

ORD record
ord-f817dc23679a4dc99ac7532922b1f9d9
Source dataset
uspto-grants-2016_01
Patent number
US09233922B2

Reaction notes

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