Piperidine → 3-(Piperidino)-acrylonitrile

HRID 2058797Notes

Reaction equation

HRID 2058797 reaction equation
[Na].O[CH:3]=[CH:4][C:5]#[N:6].Cl.C(N(CC)CC)C.[NH:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1>C(O)C>[N:15]1([CH:3]=[CH:4][C:5]#[N:6])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 11130Triethylamine hydrochlorideHCID 86738287Sodium 3-hydroxyacrylonitrile

Product 1

HCID 544991253-(Piperidino)-acrylonitrileYield 79%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
25 °C

Procedure

30.3 g (0.25 mol) of sodium-3-hydroxyacrylonitrile (content 75%) is added to a suspension of 41.3 g (0.3 mol) of triethylamine hydrochloride and 21.3 g (0.25 mol) of piperidine in 200 ml of ethanol and maintained for 24 h at 25° C. After working up as in Example 56, 26.9 g of 3-piperidinoacrylonitrile is obtained (79.3%).

Sources & evidence

ORD record
ord-63981bc8ff3c4bc69da86ede7ab92025
Source dataset
uspto-grants-1982_03
Patent number
US04319024

Reaction notes

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