Sodium Cyanide → HCID 178471793, compound

HRID 1486222Notes

Reaction equation

HRID 1486222 reaction equation
[CH:1]([C@H:3]1[CH2:8][CH2:7][C@H:6]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:5][CH2:4]1)=O.[C-:15]#[N:16].[Na+].[NH4+:18].[OH-].[NH4+].[Cl-]>CCO.O>[NH2:18][CH:1]([C:15]#[N:16])[C@H:3]1[CH2:8][CH2:7][C@H:6]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:5][CH2:4]1

Participants

7

Reactant 4

HCID 8929Sodium CyanideHCID 14923Ammonium HydroxideHCID 25517Ammonium ChlorideHCID 178471795HCID 178471795, compound

Product 1

HCID 178471793HCID 178471793, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of ethyl 2-(trans-4-formylcyclohexyl)acetate (0.75 g, 3.78 mmol), NaCN (0.21 g, 4.28 mmol), saturated aqueous NH4OH solution (0.53 mL) and NH4Cl (0.24 g) in EtOH (22 mL) and water (11 mL) was heated at 70° C. overnight. After removal of organic solvent, the residue was extracted with EtOAc, washed with saturated NaHCO3 solution and brine, dried over Na2SO4. Filtration and evaporation to dryness gave the crude product. LC/MC: 225.1 (MH)+.

Workup

  1. customAfter removal of organic solvent
  2. extractionthe residue was extracted with EtOAc
  3. washwashed with saturated NaHCO3 solution and brine
  4. dry with materialdried over Na2SO4
  5. filtrationFiltration and evaporation to dryness

Sources & evidence

ORD record
ord-d8a8d128370a47069625a312752cf27d
Source dataset
uspto-grants-2016_08
Patent number
US09422314B2

Reaction notes

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