Sodium Cyanide → HCID 15288685, compound

HRID 2221134Notes

Reaction equation

HRID 2221134 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][C:9](=O)[CH3:10].[Cl-].[NH4+:13].[C-:14]#[N:15].[Na+]>N>[NH2:13][C:9]([CH3:10])([CH2:8][O:7][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][O:1]1)[C:14]#[N:15]

Participants

5

Reactant 3

HCID 8929Sodium CyanideHCID 25517Ammonium ChlorideHCID 111163161-(tetrahydropyran-2-yloxy)-propan-2-one

Product 1

HCID 15288685HCID 15288685, compoundYield 88.2%

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

A solution of 1-(tetrahydro-pyran-2-yloxy)-propan-2-one (126.6 g, 0.8 mol), ammonium chloride (65.8 g, 1.23 mol) and sodium cyanide (45.5 g, 0.92 mol) in a solution of aqueous ammonia (920 ml, 28%) is stirred vigorously at room temperature for 5 hours. The aqueous phase is extracted repeatedly with ethyl acetate. The collected organic extracts are dried and the solvent is evaporated under reduced pressure to give the 2-amino-2-methyl-3-(tetrahydro-pyran-2-yloxy)-propionitrile (130 g, 88.2%) as a liquid.

Workup

  1. extractionThe aqueous phase is extracted repeatedly with ethyl acetate
  2. customThe collected organic extracts are dried
  3. customthe solvent is evaporated under reduced pressure

Sources & evidence

ORD record
ord-361331b60cb247fb8476e707bbe7d95f
Source dataset
uspto-grants-2008_05
Patent number
US07368479B2

Reaction notes

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