Sodium Cyanide → HCID 178471793, compound

HRID 1404410Notes

Reaction equation

HRID 1404410 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-ac2a7c949a6a4f76bd6a0f0236c519c4
Source dataset
uspto-grants-2014_12
Patent number
US08912169B2

Reaction notes

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