Methyl Bromide → HCID 86738692, compound

HRID 1902580Notes

Reaction equation

HRID 1902580 reaction equation
C1CCCCC1.[CH2:7]([Al:9]([CH2:12][CH3:13])[CH2:10][CH3:11])[CH3:8].[CH3:14][Br:15]>C(=O)=O>[CH2:7]([Al:9]([CH2:12][CH3:13])[CH2:10][CH3:11])[CH3:8].[CH3:14][Br:15]

Participants

5

Reactant 3

HCID 6323Methyl BromideHCID 8078CyclohexaneHCID 16682930Triethylaluminum

Product 1

HCID 86738692HCID 86738692, compound

Reagents, catalysts & solvents 1

HCID 280Carbon DioxideSolvent

Procedure

The oil isolated from the above preparation was charged into a Fisher-Porter pressure vessel containing 4.0 ml of cyclohexane. The oil settled to the bottom. To this mixture was added 3.0 ml (21.9 mmoles) triethylaluminum. The vessel was then charged with 40 g (400 mmoles) of methyl bromide and heated at 115° for 2 hours. The vessel was cooled in dry ice, then placed into the dry box. Excess gases were vented. Dissolved methyl bromide and ethyl bromide were slowly evaporated under a stream of nitrogen until two layers were present. An ~1 ml aliquot of the top cyclohexane layer was filtered into an NMR tube. The NMR spectrum showed almost a quantitative conversion to trimethylaluminum.

Workup

  1. customThe oil isolated from the above preparation
  2. additionwas charged into a Fisher-Porter pressure vessel
  3. temperatureheated at 115° for 2 hours
  4. customDissolved methyl bromide and ethyl bromide were slowly evaporated under a stream of nitrogen until two layers
  5. filtrationAn ~1 ml aliquot of the top cyclohexane layer was filtered into an NMR tube

Sources & evidence

ORD record
ord-8c98eca4a1aa46beaf33d1021e6c894b
Source dataset
uspto-grants-1982_12
Patent number
US04364872

Reaction notes

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