1-Bromooctane → N,N,N-Triethyloctan-1-aminium bromide

HRID 1395975Notes

Reaction equation

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

Conditions

Temperature: 80 °C

Procedure

A 100 ml flask was purged with nitrogen before 8.84 g (0.087 mol) of triethylamine, 20.33 g (0.105 mol) of 1-bromoctane and 31.04 g of acetonitrile were introduced into the flask. The mixture was stirred under protective nitrogen gas at 80° C. for 48 hours. Volatiles were then drawn off under reduced pressure. The crude product was crystallized from an ethyl acetate/acetone mixture to obtain 18.55 g (0.063 mol) of triethyloctylammonium bromide (white hygroscopic crystals). The yield was 72%, based on triethylamine.

Workup

additionwere introduced into the flask
customThe crude product was crystallized from an ethyl acetate/acetone mixture

Sources & evidence

ORD record: ord-4be0e1afb728492384c46609f9bf4d3a
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08901054B2

Reaction notes

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