Nitrogen → 4-Morpholineacetonitrile

HRID 56155Notes

Reaction equation

HRID 56155 reaction equation
C([O-])([O-])=O.[K+].[K+].[NH:7]1[CH2:12][CH2:11][O:10][CH2:9][CH2:8]1.Br[CH2:14][C:15]#[N:16].N#N>C(#N)C>[O:10]1[CH2:11][CH2:12][N:7]([CH2:14][C:15]#[N:16])[CH2:8][CH2:9]1

Participants

6

Reactant 4

HCID 947NitrogenHCID 8083MorpholineHCID 11430Potassium CarbonateHCID 11534Bromoacetonitrile

Product 1

HCID 220554-MorpholineacetonitrileYield 100%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a suspension of K2CO3 (6.50 g, 47 mmol) and morpholine (3.75 g, 43 mmol) in acetonitrile (30 mL) was added 2-bromoacetonitrile (5.16 g, 43 mmol) in one portion under the protection of N2 in an ice bath. The mixture was stirred at rt for 2 h, then filtered. The filtrate was concentrated in vacuo to give the title compound as a yellow solid (5.41 g, 100%).

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-77f7e7bc801645c486a699761cf71b41
Source dataset
uspto-grants-2016_09
Patent number
US09434695B2

Reaction notes

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