Piperidine → 4-Piperidinylbut-1-ene

HRID 8382

Reaction equation

HRID 8382 reaction equation
Br[CH2:2][CH2:3][CH:4]=[CH2:5].[NH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1>>[N:6]1([CH2:7][CH2:8][CH:9]=[CH2:10])[CH2:11][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 8082PiperidineHCID 21241Homoallyl bromide

Product 1

HCID 45622824-Piperidinylbut-1-eneYield 93.4%

Procedure

A mixture of 1-bromo-3-butene (1.35 g, 10 mmol) and piperidine (1.70 g, 20 mmol) neat was refluxed under nitrogen atmosphere for 3 h. Cooled to RT, filtered and dissolved into ethyl ether (40 mL). Then solution was washed with water (2×30 mL) and dried over anhydrous Na2SO4, filtered and evaporated to dryness to yield 1.3 g (74.15%) oily 1-piperidyl-3-butene.

Workup

  1. temperatureneat was refluxed under nitrogen atmosphere for 3 h
  2. filtrationfiltered
  3. dissolutiondissolved into ethyl ether (40 mL)
  4. washThen solution was washed with water (2×30 mL)
  5. dry with materialdried over anhydrous Na2SO4
  6. filtrationfiltered
  7. customevaporated to dryness

Sources & evidence

ORD record
ord-2927bd8c3c9846bbb36c39855a81a50c
Source dataset
uspto-grants-2006_08
Patent number
US07087757B2

Linked notes

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