Sodium Chloride → HCID 18433883, compound

HRID 2187317Notes

Reaction equation

HRID 2187317 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.C1CC=CC=1.[CH2:11]1[CH:15]2C3C=C[CH:18]([CH:14]2[CH:13]=[CH:12]1)[CH2:17]3.O=C(C)CCCC#N.[Cl-].[Na+]>CO>[C:14]1(=[C:18]([CH3:17])[CH2:5][CH2:4][CH2:3][C:2]#[N:1])[CH:15]=[CH:11][CH:12]=[CH:13]1

Participants

7

Reactant 5

HCID 5234Sodium ChlorideHCID 6492DicyclopentadieneHCID 7612CyclopentadieneHCID 31268PyrrolidineHCID 82611Hexanenitrile, 5-oxo-

Product 1

HCID 18433883HCID 18433883, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Pyrrolidine (18.5 g; 0.26 mol) was added to a solution of cyclopentadiene (10.8 g; 0.16 mol; freshly prepared by cracking of dicyclopentadiene) and 5-oxohexanenitrile (15.4 g; 0.13 mol) in methanol (175 ml) at 0° C. After 1 hour stirring at this temperature, the reaction mixture was poured into ice-cold 2 N HCl (500 ml), saturated with sodium chloride, and extracted with MTBE (400 ml). The organic phase was washed with brine (3×300 ml), dried (MgSO4), concentrated in vacuo, and used in the next step without further purification.

Workup

  1. customfreshly prepared
  2. customat 0° C
  3. extractionextracted with MTBE (400 ml)
  4. washThe organic phase was washed with brine (3×300 ml)
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated in vacuo
  7. customused in the next step without further purification

Sources & evidence

ORD record
ord-84e819ea2c0c4cca8d6b76c921770a38
Source dataset
uspto-grants-2002_06
Patent number
US06410000B1

Reaction notes

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