Sulfuric Acid → 3-(Piperidino)-acrylonitrile

HRID 2058796Notes

Reaction equation

HRID 2058796 reaction equation
S(O)(O)(=O)=O.[NH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.[NH:12]1CC[CH2:15][CH2:14][CH2:13]1.S(=O)(=O)(O)O>CO>[N:6]1([CH:15]=[CH:14][C:13]#[N:12])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 8082PiperidineHCID 12196056HCID 12196056, compound

Product 1

HCID 544991253-(Piperidino)-acrylonitrileYield 59.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

30.3 g (0.25 mol) of sodium-3-hydroxyethylnitrile (content 75%) is added to a suspension of piperidine sulfate (prepared from 29.8 g (0.35 mol) of piperidine and 17.15 g (0.175 mol) of sulfuric acid) in 200 ml of methanol and stirred for 24 hours at 25° C. After working up as in Example 55, 28.2 g of 3-piperidinoacrylonitrile was obtained (82.9%).

Sources & evidence

ORD record
ord-8809abe744b1426689fbd5052a90ba53
Source dataset
uspto-grants-1982_03
Patent number
US04319024

Reaction notes

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