Ammonia → HCID 178445626, compound

HRID 1707534Notes

Reaction equation

HRID 1707534 reaction equation
[CH2:1]([C@H:5]1[CH2:10][CH2:9][C@H:8]([CH2:11][C:12]#N)[CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4].[OH-:14].[K+].[OH2:16].N>C(O)C>[CH2:1]([C@H:5]1[CH2:10][CH2:9][C@H:8]([CH2:11][C:12]([OH:16])=[O:14])[CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 962WaterHCID 14797Potassium HydroxideHCID 178445620HCID 178445620, compound

Product 1

HCID 178445626HCID 178445626, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

34 g (0.19 mol) of trans-4-butylcyclohexylacetonitrile, 43 g (0.76 mol) of KOH, 34 cm3 of water and 190 cm3 of ethanol were refluxed on a hot water bath until formation of ammonia gas stopped. The ethanol in the reactant was removed, the residue was dissolved in 100 cm3 of water, it was poured into a beaker containing 100 cm3 of concentrated HCl and 100 g of ice, and the deposited crystals were filtered and washed in water. The crystals were recrystallized from a solvent mixture of methanol and water to obtain 37 g (0.19 mol) of trans-4-butylcyclohexylacetic acid.

Workup

  1. customThe ethanol in the reactant was removed
  2. dissolutionthe residue was dissolved in 100 cm3 of water
  3. additionit was poured into a beaker
  4. additioncontaining 100 cm3 of concentrated HCl and 100 g of ice
  5. filtrationthe deposited crystals were filtered
  6. washwashed in water
  7. customThe crystals were recrystallized from a solvent mixture of methanol and water

Sources & evidence

ORD record
ord-ba87cb81c7374a9ab7238a8969c25ea1
Source dataset
uspto-grants-1994_10
Patent number
US05354502

Reaction notes

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