Benzene → HCID 53876929, compound

HRID 1857941Notes

Reaction equation

HRID 1857941 reaction equation
[C:1]1([C:7]#[N:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.[Al+3].[Cl-].[Cl-].[Cl-].[CH:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[C:13]1([CH:4]([CH2:5][CH3:6])[CH2:3][CH:2]=[CH:1][C:7]#[N:8])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 3

HCID 241BenzeneHCID 746191-CyclohexenecarbonitrileHCID 6451240Aluminum(III) Chloride

Product 1

HCID 53876929HCID 53876929, compound

Procedure

A solution of cyclohexenecarbonitrile (9 mL, 80.6 mmol) and benzene (75 mL) was treated portionwise with AlCl3 (13 g, 97 mmol) then stirred at room temperature for 2 hours. The mixture was poured onto ice and extracted with ethyl acetate. The extract was washed sequentially with water and brine, dried (MgSO4), and concentrated. The residue was distilled at 125° C. (0.6 mm Hg) to provide the title compound.

Workup

  1. additionThe mixture was poured onto ice
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed sequentially with water and brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated
  6. distillationThe residue was distilled at 125° C. (0.6 mm Hg)

Sources & evidence

ORD record
ord-ec7f06eb254b40c5afc80963fb4b9ea4
Source dataset
uspto-grants-2000_11
Patent number
US06150362

Reaction notes

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