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

HRID 1008756Notes

Reaction equation

HRID 1008756 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH2:2]2.[Br:9][CH2:10][CH2:11][CH2:12][N:13]=[C:14]=[S:15]>C(#N)C>[Br-:9].[N:13]([CH2:12][CH2:11][CH2:10][N+:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH2:2]2)=[C:14]=[S:15]

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

Quinuclidine (33 mg) was added to a solution of 55 mg of 3-bromopropyl isothiocyanate in 1 mL of acetonitrile, and heated at 50° C. for 19 hours. The reaction solution was concentrated and then a residue was washed three times with 1 mL of ether, to yield the title compound.

Workup

  1. concentrationThe reaction solution was concentrated
  2. washa residue was washed three times with 1 mL of ether

Sources & evidence

ORD record
ord-66e2c863a0c248eaadb9ccbc1142e6fc
Source dataset
uspto-grants-2011_07
Patent number
US07973030B2

Reaction notes

Loading…