Hydrochloric Acid → HCID 20031401, compound

HRID 232288Notes

Reaction equation

HRID 232288 reaction equation
[C-:1]#[N:2].[Na+].CS(O[CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH:10]1[N:15]([CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)(=O)=O.Cl>CCOCC>[C:17]1([CH2:16][N:15]([CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:10]2[CH2:11][CH2:12][CH2:13][CH2:14][CH:9]2[C:1]#[N:2])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8929Sodium CyanideHCID 54076726HCID 54076726, compound

Product 1

HCID 20031401HCID 20031401, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To 100 mL of ether is added 10 g (0.2 mol) of sodium cyanide and 37.3 g (0.1 mol) of 2-[bis(phenylmethyl)amino]-cyclohexanol methanesulfonate. Reflux the reaction and monitor by thin-layer chromatography. Upon completion add 1N HCl until gas evolution ceases. Remove the solvent in vacuo and add saturated aqueous sodium bicarbonate and 100 mL methylene chloride. Dry the organic phase over Na2SO4. Filter off 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. customRemove the solvent in vacuo
  4. additionadd saturated aqueous sodium bicarbonate and 100 mL methylene chloride
  5. dry with materialDry the organic phase over Na2SO4
  6. filtrationFilter off the drying agent
  7. customevaporate the solvent in vacuo

Sources & evidence

ORD record
ord-d0921dfb842043d7a1000c1c1daa5375
Source dataset
uspto-grants-1989_07
Patent number
US04851526

Reaction notes

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