Ethanol → HCID 20031313, compound

HRID 232304Notes

Reaction equation

HRID 232304 reaction equation
C(O)C.[C-:4]#[N:5].[Na+].CS(O[CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]1[N:18]([CH3:20])[CH3:19])(=O)=O.C(=O)([O-])[O-].[Na+].[Na+]>Cl.C(Cl)Cl>[CH3:19][N:18]([CH3:20])[CH:13]1[CH2:14][CH2:15][CH2:16][CH2:17][CH:12]1[C:4]#[N:5]

Participants

7

Reactant 4

HCID 702EthanolHCID 8929Sodium CyanideHCID 10340Sodium CarbonateHCID 539598152-(Dimethylamino)cyclohexanol methanesulfonate

Product 1

HCID 20031313HCID 20031313, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 6344DichloromethaneSolvent

Procedure

To 200 mL of 80% aqueous ethanol add 10 g (0.2 mol) of sodium cyanide and 22.1 (0.1 mol) of 2-(dimethylamino)-cyclohexanol methanesulfonate. Reflux the reaction and monitor by thin-layer chromatography. Upon completion add in HCl until gas evolution ceases. Remove solvent in vacuo and add saturated aqueous sodium carbonate (ph=11) and 100 mL of methylene chloride. Separate the layers and dry the organic phase over Na2SO4. Filter the drying agent and evaporate the solvent in vacuo to obtain the title compound.

Workup

  1. temperatureReflux
  2. customthe reaction and monitor by thin-layer chromatography
  3. customSeparate the layers
  4. dry with materialdry the organic phase over Na2SO4
  5. filtrationFilter the drying agent
  6. customevaporate the solvent in vacuo

Sources & evidence

ORD record
ord-ba73145d2de24935b28401061273276b
Source dataset
uspto-grants-1989_07
Patent number
US04851526

Reaction notes

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