1-Chlorooctane → HCID 21987898, compound

HRID 1395977Notes

Reaction equation

HRID 1395977 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 11%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

A stainless-steel autoclave fitted with magnetic stirrer and manometer was purged with nitrogen and then charged with 36.13 g (0.357 mol) of triethylamine, 46.28 g (0.311 mol) of 1-chlorooctane and 81.40 g of acetonitrile. The autoclave was sealed and pressurized with 25 bar of nitrogen. The mixture in the autoclave was then heated to 80° C. and stirred for 48 hours. Thereafter, the superatmospheric pressure was released and the volatile constituents of the reaction mixture were drawn off under reduced pressure. The crude product was subsequently washed with heptane and ethyl acetate to obtain 8.30 g (0.033 mol) of triethyloctylammonium chloride (white hygroscopic salt). The yield was 11% based on 1-chlorooctane.

Workup

  1. custommanometer was purged with nitrogen
  2. customThe autoclave was sealed
  3. washThe crude product was subsequently washed with heptane and ethyl acetate

Sources & evidence

ORD record
ord-f72529e767ca4dcea60e0eefa99b5463
Source dataset
uspto-grants-2014_12
Patent number
US08901054B2

Reaction notes

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