Piperidin-4-ol → 2-Cyano-1-dimethylamino-3-(4-hydroxypiperidino)propane

HRID 66667Notes

Reaction equation

HRID 66667 reaction equation
[CH3:1][N:2]([CH2:4][C:5](=[CH2:8])[C:6]#[N:7])[CH3:3].[OH:9][CH:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1>C1C=CC=CC=1.CO>[C:6]([CH:5]([CH2:8][N:13]1[CH2:14][CH2:15][CH:10]([OH:9])[CH2:11][CH2:12]1)[CH2:4][N:2]([CH3:3])[CH3:1])#[N:7]

Participants

4

Reactant 2

HCID 79341Piperidin-4-olHCID 32597102-Dimethylaminomethylacrylonitrile

Product 1

HCID 130410392-Cyano-1-dimethylamino-3-(4-hydroxypiperidino)propane

Reagents, catalysts & solvents 1

HCID 21927730Benzene methanolSolvent

Procedure

2-Dimethylaminomethylpropenenitrile (1.1 g., 0.01 mole) was cooled to 10°-15° C. and to it was added dropwise 4-hydroxypiperidine (1.0 g., 0.01 mole). The evolution of heat is observed. The homogeneous mixture is allowed to stand 12 hours at 15°-20° C. Completion of addition reaction is determined using thin layer chromatography on silica gel with benzene-methyl alcohol (90:10) development. The appearance of a single spot and elimination of reactant spots indicate termination.

Workup

  1. temperatureThe evolution of heat
  2. additionCompletion of addition reaction

Sources & evidence

ORD record
ord-c2da1a234034429ca25470155644a35c
Source dataset
uspto-grants-1982_08
Patent number
US04342873

Reaction notes

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