Allyl bromide → HCID 20356329, compound

HRID 371749Notes

Reaction equation

HRID 371749 reaction equation
[C:1]12([CH2:10][NH2:11])[C:7]([CH3:9])([CH3:8])[CH:4]([CH2:5][CH2:6]1)[CH2:3][CH2:2]2.[CH2:12]([Br:15])[CH:13]=[CH2:14]>CC(C)=O>[BrH:15].[CH2:14]([NH:11][CH2:10][C:1]12[C:7]([CH3:8])([CH3:9])[CH:4]([CH2:5][CH2:6]1)[CH2:3][CH2:2]2)[CH:13]=[CH2:12]

Participants

4

Reactant 2

HCID 7841Allyl bromideHCID 20356306HCID 20356306, compound

Product 1

HCID 20356329HCID 20356329, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 10-bornanamine (obtained by basification, with sodium hydroxide, of 1.517g. 10-bornanamine hydrochloride) in acetone (20ml) containing allyl bromide (0.68ml) was kept at room temperature for 3.5 days during which time a small amount of solid crystallized. The solution was evaporated to about one third of its original volume, cooled to 0° and the crystalline material collected by filtration to give title compound m.p. above 295° with slow decomp. (Found: C,56.6; H,8.6; N,5.1. C13H24BrN requires C,56.95; H,8.8; N,5.1%).

Workup

  1. customa small amount of solid crystallized
  2. customThe solution was evaporated to about one third of its original volume
  3. temperaturecooled to 0°
  4. filtrationthe crystalline material collected by filtration

Sources & evidence

ORD record
ord-3b84039bbefe418c8c450880e7808b71
Source dataset
uspto-grants-1978_05
Patent number
US04087551

Reaction notes

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