Sodium Cyanide → HCID 86720185, compound

HRID 1851710Notes

Reaction equation

HRID 1851710 reaction equation
[C-:1]#[N:2].[Na+].[Cl-].[NH4+:5].[F:6][C:7]([F:13])([F:12])[CH2:8][CH2:9][CH2:10]O>O.CO>[NH2:5][CH:10]([CH2:9][CH2:8][C:7]([F:13])([F:12])[F:6])[C:1]#[N:2]

Participants

6

Reactant 3

HCID 8929Sodium CyanideHCID 25517Ammonium ChlorideHCID 1363074,4,4-Trifluorobutan-1-ol

Product 1

HCID 86720185HCID 86720185, compoundYield 111.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of sodium cyanide (10 g, 0.20 mol, 1 eq) in water (50 ml) at room temperature are added successively ammonium chloride (12 g, 0.22 mol, 1.1 eq.) and 4,4,4-trifluorobutanol a4 (25 g, 0.20 mol, 1 eq) dissolved in methanol (50 ml). The mixture is stirred overnight at room temperature. The reaction mixture is quenched with water and extracted with ethyl acetate (3 times). The organic layers are dried over MgSO4, filtered and evaporated under reduced pressure to afford 34 g of 2-amino-5,5,5-trifluoropentanenitrile a5.

Workup

  1. customThe reaction mixture is quenched with water
  2. extractionextracted with ethyl acetate (3 times)
  3. dry with materialThe organic layers are dried over MgSO4
  4. filtrationfiltered
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-e3bb1c52a93548a4a5c795aa90d8f697
Source dataset
uspto-grants-2015_02
Patent number
US08957218B2

Reaction notes

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