Sodium Cyanide → HCID 45084391, compound

HRID 1463518Notes

Reaction equation

HRID 1463518 reaction equation
[CH2:1]([N:4]1[CH2:8][CH2:7][CH2:6][C@H:5]1[C:9]([O:11]CC=C)=O)[CH:2]=[CH2:3].[C-]#[N:16].[Na+]>N.CO>[CH2:1]([N:4]1[CH2:8][CH2:7][CH2:6][C@H:5]1[C:9]([NH2:16])=[O:11])[CH:2]=[CH2:3]

Participants

5

Reactant 2

HCID 8929Sodium CyanideHCID 11321506HCID 11321506, compound

Product 1

HCID 45084391HCID 45084391, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

Allyl (S)-1-allyl-2-pyrrolidinecarboxylate (2.5 g, 12.8 mmol; and NaCN (64 mg, 1.3 mmol) in 50 ml 9M ammonia in methanol were stirred at 35° C. for 27 h. GLC showed a complete conversion. After evaporation the residue was dissolved in Et2O and washed with brine. Drying (Na2SO4), evaporation and recrystallization gave 1.6 g (81%) of the title amide identical with the one made in Example 8A.

Workup

  1. customAfter evaporation the residue
  2. dissolutionwas dissolved in Et2O
  3. washwashed with brine
  4. customDrying
  5. custom(Na2SO4), evaporation and recrystallization

Sources & evidence

ORD record
ord-a3f0a420cf35462aa1d2947a99a6ecf3
Source dataset
uspto-grants-1994_04
Patent number
US05300660

Reaction notes

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