Sodium Cyanide → HCID 22063274, compound

HRID 915229Notes

Reaction equation

HRID 915229 reaction equation
[CH:1]1([CH2:4][N:5]2[CH2:9][CH2:8][C:7](=O)[CH2:6]2)[CH2:3]C1.[C-:11]#[N:12].[Na+].[NH4+:14].[Cl-]>N.CO>[NH2:14][C:7]1([C:11]#[N:12])[CH2:8][CH2:9][N:5]([CH:4]2[CH2:1][CH2:3]2)[CH2:6]1

Participants

6

Reactant 3

HCID 8929Sodium CyanideHCID 25517Ammonium ChlorideHCID 220631001-(Cyclopropylmethyl)-3-pyrrolidinone

Product 1

HCID 22063274HCID 22063274, compound

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolvent2×HCID 887MethanolSolvent2×

Procedure

1-Cyclopropylmethyl-pyrrolidin-3-one (6.1 g, 44 mmol, 1.0 equiv), NaCN (2.4 g, 48 mmol, 1.1 equiv) and NH4Cl (2.6 g, 48 mmol, 1.1 equiv) were mixed in 88 mL of 2 M NH3 in MeOH, and the resulting mixture was refluxed for 2 h at which time another 88 mL of 2 M NH3 in MeOH was added followed by another 2 h at reflux. The reaction mixture was cooled, filtered, concentrated, and taken up in 100 mL of CH2Cl2. The mixture was filtered a second time and concentrated to a red oil (5.9 g) which was used without further purification.

Workup

  1. additionwas added
  2. temperatureat reflux
  3. temperatureThe reaction mixture was cooled
  4. filtrationfiltered
  5. concentrationconcentrated
  6. filtrationThe mixture was filtered a second time
  7. concentrationconcentrated to a red oil (5.9 g) which
  8. customwas used without further purification

Sources & evidence

ORD record
ord-c191a2fb59e64cdbb3a66c6e46e085af
Source dataset
uspto-grants-2007_09
Patent number
US07265132B2

Reaction notes

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