HCID 21707967, compound → HCID 86201221, compound

HRID 651893Notes

Reaction equation

HRID 651893 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1([C:13]#[N:14])[CH2:12][CH2:11][CH2:10]1>[Ni].CO.N>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1([CH2:13][NH2:14])[CH2:12][CH2:11][CH2:10]1

Participants

4

Reactant 1

HCID 21707967HCID 21707967, compound

Product 1

HCID 86201221HCID 86201221, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 21705897Ammonia methanolSolvent

Procedure

1-(2,6-dichlorophenyl)-1-cyclobutanecarbonitrile (1 g, 4.4 mmol) was reduced with Raney nickel, in methanol/NH3. The catalyst was removed and washed with methanol. The filtrate was concentrated, and diethyl ether (100 mL) was added to the residue. Concentrated HCl was added dropwise to precipitate the desired product; 1.05 g (100% yield).

Workup

  1. customThe catalyst was removed
  2. washwashed with methanol
  3. concentrationThe filtrate was concentrated
  4. additiondiethyl ether (100 mL) was added to the residue
  5. additionConcentrated HCl was added dropwise
  6. customto precipitate the desired product

Sources & evidence

ORD record
ord-bc7c1d088e374c8d980862c574484f6d
Source dataset
uspto-grants-2001_08
Patent number
US06281194B1

Reaction notes

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