Potassium Cyanide → HCID 68299265, compound

HRID 1844661Notes

Reaction equation

HRID 1844661 reaction equation
[CH3:1][O:2][N:3]1[CH2:8][CH2:7][CH:6]([CH2:9][CH:10]=O)[CH2:5][CH2:4]1.[C-:12]#[N:13].[K+].[NH4+:15].[Cl-]>N.O>[NH2:15][CH:10]([CH2:9][CH:6]1[CH2:7][CH2:8][N:3]([O:2][CH3:1])[CH2:4][CH2:5]1)[C:12]#[N:13]

Participants

6

Reactant 3

HCID 9032Potassium CyanideHCID 25517Ammonium ChlorideHCID 86707842HCID 86707842, compound

Product 1

HCID 68299265HCID 68299265, compound

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 962WaterSolvent2×

Procedure

(1-Methoxy-piperidin-4-yl)-acetaldehyde (1.7 g, 10.8 mmol) was added dropwise to a mixture of KCN (910 mg, 14 mmol) and NH4Cl (795 mg, 15 mmol) in 10 ml of 33% aqueous ammonia and 10 ml of water at room temperature. After stirring at room temperature for 30 minutes, the reaction mixture was diluted with 20 ml of water and extracted with CH2Cl2 three times. The combined organic layers were dried over sodium sulfate, filtered and concentrated under vacuum. The crude product was purified by column chromatography on silica gel. Yield: 1.0 g of 2-amino-3-(1-methoxy-piperidin-4-yl)-propionitrile as an oil.

Workup

  1. extractionextracted with CH2Cl2 three times
  2. dry with materialThe combined organic layers were dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum
  5. customThe crude product was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-3d8149ff9a194e2eacde905df51c756c
Source dataset
uspto-grants-2015_02
Patent number
US08946453B2

Reaction notes

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