Hydrogen Bromide → HCID 5323829, compound

HRID 1732858Notes

Reaction equation

HRID 1732858 reaction equation
[CH3:1][C:2]12[CH:9](O)[C:6]([CH3:11])([CH2:7][CH2:8]1)[CH2:5][CH2:4][CH2:3]2.[BrH:12]>>[CH3:1][C:2]12[CH:9]([Br:12])[C:6]([CH3:11])([CH2:7][CH2:8]1)[CH2:5][CH2:4][CH2:3]2

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 1084411,5-Dimethylbicyclo[3.2.1]octan-8-ol

Product 1

HCID 5323829HCID 5323829, compoundYield 85.1%

Procedure

1,5-dimethyl-8-hydroxy bicyclo[3,2,1]octane (13.6 g (0.1 mol)) was boiled with 50 ml 48% hydrogen bromide for 4 hours under stirring in the presence of 1 g AMBERLYST A15 ion-exchange resin. The reaction product was extracted after cooling with pentane. The pentane layer was washed with water and a diluted sodium bicarbonate solution. After drying over anhydrous sodium sulfate and boiling down pentane the residue was subjected to fractional distillation under reduced pressure. 18.5 g 1,5-dimethyl-8-bromobicyclo[3,2,1]octane was obtained in 85.1% yield (b.p. 93° C./10 mm Hg). The product obtained was identical with the compound according to the process described in Example 2a.

Workup

  1. extractionThe reaction product was extracted
  2. temperatureafter cooling with pentane
  3. washThe pentane layer was washed with water
  4. dry with materialAfter drying over anhydrous sodium sulfate
  5. distillationwas subjected to fractional distillation under reduced pressure

Sources & evidence

ORD record
ord-971ba37469444c3c91e3311e2dce7b17
Source dataset
uspto-grants-1980_12
Patent number
US04239707

Reaction notes

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