Ethyl Bromide → 65755-78-4

HRID 1413085Notes

Reaction equation

HRID 1413085 reaction equation
[Na].[CH2:2](Br)[CH3:3].[CH:5]1([C:13]#[N:14])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1>N>[CH2:2]([C:5]1([C:13]#[N:14])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)[CH3:3]

Participants

5

Reactant 3

HCID 6332Ethyl BromideHCID 5360545SodiumHCID 1307506040636-30-4

Product 1

HCID 2054921165755-78-4

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent2×

Procedure

Sodium (3.7 g, 0.16 mole) was added to liquid ammonia (300 ml.) at 35° C. A catalytic amount of ferric nitrate was then added. After the solution had become grey in colour, ethyl bromide (17.4 g, 0.16 mole) and cyclooctyl cyanide (20.0 g, 0.14 mole) were added very slowly. The liquid ammonia was then allowed to evaporate over a period of 20 hours. Benzene and then water were added to the residue. The benzene layer was dried (MgSO4) and distilled to give 1-ethylcyclooctyl cyanide, bp. 130°-132°/17 mm.

Workup

  1. additionwere added very slowly
  2. customto evaporate over a period of 20 hours
  3. additionBenzene and then water were added to the residue
  4. dry with materialThe benzene layer was dried (MgSO4)
  5. distillationdistilled

Sources & evidence

ORD record
ord-0d7e82cf26d74d228bd0b1c035498721
Source dataset
uspto-grants-1981_02
Patent number
US04248859

Reaction notes

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