Allyl bromide → HCID 54228190, compound

HRID 1981078Notes

Reaction equation

HRID 1981078 reaction equation
[Na].[CH3:2][C:3]12[C:9]([CH3:11])([CH3:10])[CH:6]([CH2:7][CH2:8]1)[CH2:5][C:4]2=[N:12][OH:13].[CH2:14](Br)[CH:15]=[CH2:16]>CO>[CH2:16]([O:13][N:12]=[C:4]1[CH2:5][CH:6]2[C:9]([CH3:10])([CH3:11])[C:3]1([CH3:2])[CH2:8][CH2:7]2)[CH:15]=[CH2:14]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 26110Camphor oximeHCID 5360545Sodium

Product 1

HCID 54228190HCID 54228190, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4.6 g (0.2 moles) of metallic sodium are dissolved in 200 ml of methanol, and 33.4 g (0.2 moles) of (±)-1,7,7-trimethyl-bicyclo(2.2.1)heptane-2-one-oxime are added to the solution. After one hour of boiling 24.0 g (0.2 moles) of allyl bromide are introduced, and the mixture is boiled for 3 hours. The suspension is cooled, the separated sodium bromide is filtered off, the filtrate is concentrated, and the concentrate is subjected to fractional distillation in vacuo.

Workup

  1. waitthe mixture is boiled for 3 hours
  2. temperatureThe suspension is cooled
  3. filtrationthe separated sodium bromide is filtered off
  4. concentrationthe filtrate is concentrated
  5. distillationthe concentrate is subjected to fractional distillation in vacuo

Sources & evidence

ORD record
ord-2c1a73a26c194530928c91821ebc281b
Source dataset
uspto-grants-1985_04
Patent number
US04511737

Reaction notes

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