Water → Octyl thiocyanate

HRID 2352671Notes

Reaction equation

HRID 2352671 reaction equation
[S-:1][C:2]#[N:3].[K+].Br[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].O.CCOCC>CN(C)C=O>[CH2:6]([S:1][C:2]#[N:3])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

Participants

6

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 81401-BromooctaneHCID 516872Potassium thiocyanate

Product 1

HCID 29864Octyl thiocyanate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture of potassium thiocyanate (5.07 g, 51.7 mmol) in 30 ml of dimethylformamide (DMF) is added 1-bromooctane (5.0 g, 4.5 ml, 25.8 mmol). The mixture is stirred at 45° for 1.5 hours. It is then cooled to 0° and water and ether are added. The ether layer is washed with water and brine and stripped to give octylthiocyanate.

Workup

  1. temperatureIt is then cooled to 0°
  2. washThe ether layer is washed with water and brine

Sources & evidence

ORD record
ord-cefe0af436274098980354982a5520a9
Source dataset
uspto-grants-1989_10
Patent number
US04877899

Reaction notes

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