Sodium Cyanide → HCID 22063274, compound

HRID 1179178Notes

Reaction equation

HRID 1179178 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-159e05d23c5044148b2247f2489842e5
Source dataset
uspto-grants-2007_10
Patent number
US07279472B2

Reaction notes

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