1-Chlorooctane → HCID 21987898, compound

HRID 1395976Notes

Reaction equation

HRID 1395976 reaction equation
[CH2:1]([N:3]([CH2:6][CH3:7])[CH2:4][CH3:5])[CH3:2].[Cl:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]>C(#N)C>[Cl-:8].[CH2:1]([N+:3]([CH2:6][CH3:7])([CH2:4][CH3:5])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH3:2]

Participants

4

Reactant 2

HCID 81421-ChlorooctaneHCID 8471Triethylamine

Product 1

HCID 21987898HCID 21987898, compoundYield 24.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

A nitrogen-purged 500 ml flask was charged with 28.96 g (0.286 mol) of triethylamine, 55.23 g (0.371 mol) of 1-chlorooctane and 78.11 g of acetonitrile. The mixture was stirred at 80° C. under nitrogen for 96 hours. The volatile constituents of the reaction mixture were then drawn off under reduced pressure and the residue was washed with heptane and ethyl acetate to obtain 10.34 g (0.069 mol) of triethyloctylammonium chloride (white hygroscopic salt). The yield was 24%, based on triethylamine.

Workup

  1. customA nitrogen-purged 500 ml flask
  2. washthe residue was washed with heptane and ethyl acetate

Sources & evidence

ORD record
ord-7e54306698bf4e4bad3bec5aa541865b
Source dataset
uspto-grants-2014_12
Patent number
US08901054B2

Reaction notes

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