Potassium Cyanide → HCID 13207908, compound

HRID 128355Notes

Reaction equation

HRID 128355 reaction equation
[CH3:1][CH:2]([CH3:17])[CH:3]([C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=1)N1CCOCC1.[C-:18]#[N:19].[K+].[OH-].[Na+]>O>[OH:16][C:13]1[CH:12]=[CH:11][C:10]([CH:3]([CH:2]([CH3:1])[CH3:17])[C:18]#[N:19])=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 9032Potassium CyanideHCID 14798Sodium HydroxideHCID 23469680HCID 23469680, compound

Product 1

HCID 13207908HCID 13207908, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-(2-methyl-1-morpholinopropyl) phenol (2.35 g; 0.01 mol), potassium cyanide (1.6 g; 0.024 mol) and water (2.5 ml) is heated at 95°-100° C. for 17 hours. The reaction mixture is then cooled down, and added to about 35 ml of 5% sodium hydroxide. The aqueous solution is washed with ether (2×, 20 ml), and then its pH is adjusted to ~2 with 6 N hydrochloric acid. The acidified aqueous solution is extracted with ether (2×, 30 ml), the ethereal extracts are combined, washed with water, dried over magnesium sulfate, and concentrated to afford 1.7 g of title product, a viscous, almost colorless oil.

Workup

  1. temperatureis heated at 95°-100° C. for 17 hours
  2. temperatureThe reaction mixture is then cooled down
  3. washThe aqueous solution is washed with ether (2×, 20 ml)
  4. extractionThe acidified aqueous solution is extracted with ether (2×, 30 ml)
  5. washwashed with water
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-81bc344f78464de0b2808c1c5f62a489
Source dataset
uspto-grants-1981_03
Patent number
US04259486

Reaction notes

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