HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Potassium Carbonate → 6-(3-Piperidinomethylphenoxy)hexanenitrile

HRID 35593
Notes
Print preview

Reaction equation

HRID 35593 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][CH:14]=1)[CH2:5][N:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.Br[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]#[N:22].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[N:6]1([CH2:5][C:4]2[CH:3]=[C:2]([CH:14]=[CH:13][CH:12]=2)[O:1][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]#[N:22])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 810936-BromohexanenitrileHCID 8269741-(3-Hydroxybenzyl)piperidine

Product 1

HCID 212945996-(3-Piperidinomethylphenoxy)hexanenitrile

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
100 °C

Procedure

N-(3-Hydroxybenzyl)piperidine (9.55 g) was heated with 6-bromohexanenitrile (10.2 g) and potassium carbonate (13.8 g) under reflux in acetone (150 ml) for 66 hours. The reaction mixture was cooled and filtered. The solvent was removed by evaporation and the residue was heated with stirring at 100° C. for one hour to remove unreacted 6-bromohexanenitrile and to yield 6-(3-piperidinomethylphenoxy)hexanenitrile as an oil.

Workup

  1. temperatureThe reaction mixture was cooled
  2. filtrationfiltered
  3. customThe solvent was removed by evaporation
  4. temperaturethe residue was heated
  5. customto remove unreacted 6-bromohexanenitrile

Sources & evidence

ORD record
ord-7da3d269d1874f798df02cc7c96fa40f
Source dataset
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04767769

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes