Quinuclidine → 1-(3-Isothiocyanatopropyl)-1-azoniabicyclo[2.2.2]octane bromide

HRID 970307Notes

Reaction equation

HRID 970307 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][N:5]=[C:6]=[S:7].[N:8]12[CH2:15][CH2:14][CH:11]([CH2:12][CH2:13]1)[CH2:10][CH2:9]2>C(#N)C>[Br-:1].[N:5]([CH2:4][CH2:3][CH2:2][N+:8]12[CH2:15][CH2:14][CH:11]([CH2:12][CH2:13]1)[CH2:10][CH2:9]2)=[C:6]=[S:7]

Participants

4

Reactant 2

HCID 7527QuinuclidineHCID 1377143-Bromopropyl isothiocyanate

Product 1

HCID 231542151-(3-Isothiocyanatopropyl)-1-azoniabicyclo[2.2.2]octane bromide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 55 mg of 3-bromopropyl isothiocyanate in 1 ml of acetonitrile was added 33 mg of quinuclidine, and the mixture was heated at 50° C for 19 hours. The reaction solution was concentrated and the residue was washed 3 times with 1 ml of ether to obtain the title compound.

Workup

  1. concentrationThe reaction solution was concentrated
  2. washthe residue was washed 3 times with 1 ml of ether

Sources & evidence

ORD record
ord-fdf8a04abea84e4085a51cac43632810
Source dataset
uspto-grants-2007_12
Patent number
US07312208B2

Reaction notes

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