Sodium Cyanide → HCID 45084391, compound

HRID 129576Notes

Reaction equation

HRID 129576 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, compound

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
  6. customgave 1.6 g

Sources & evidence

ORD record
ord-91ac8b777cc14df1be0eee508a498c1c
Source dataset
uspto-grants-1995_11
Patent number
US05468876

Reaction notes

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