Methanol → HCID 22555870, compound

HRID 1267537Notes

Reaction equation

HRID 1267537 reaction equation
[Mg].[CH2:2](Br)[C:3]([CH3:6])([CH3:5])[CH3:4].[CH2:8]([Si:11](OC)([O:14][CH3:15])[O:12][CH3:13])[CH2:9][CH3:10].CO.[CH2:20](OCC)[CH3:21]>BrCCBr>[CH2:2]([Si:11]([CH2:8][CH2:9][CH2:10][CH2:20][CH3:21])([O:14][CH3:15])[O:12][CH3:13])[C:3]([CH3:6])([CH3:5])[CH3:4]

Participants

7

Reactant 5

HCID 887MethanolHCID 3283Diethyl Ether2×HCID 124151-Bromo-2,2-dimethylpropane2×HCID 61254Trimethoxypropylsilane2×HCID 5462224Magnesium

Product 1

HCID 22555870HCID 22555870, compoundYield 59.5%

Reagents, catalysts & solvents 1

HCID 78391,2-DibromoethaneCatalyst

Procedure

473.9 mg (19.5 mmols) of metal magnesium and 19.5 ml of diethyl ether were put into a 100-ml three-neck flask, to which were added a few drops of 1,2-dibromoethane. Then, 2.65 g (17.6 mmols) of neopentyl bromide was dropwise added thereto over a period of 50 minutes. This was ripened under reflux for 8 hours, and the disappearance of neopentyl bromide from it was confirmed. After restored to room temperature, the resulting solution was dropwise added to a solution of 2.60 g (15.8 mmols) of n-propyltrimethoxysilane in diethyl ether, and then refluxed for 14 hours. The disappearance of n-propyltrimethoxysilane from it was confirmed. 5 ml of methanol was added to this, and the resulting solution was filtered, dried, distilled and passed through a separation column to obtain 1.91 g of neopentyl-n-pentyldimethoxysilane. Its purity was 98.9%, and its yield was 59.5%.

Workup

  1. temperatureunder reflux for 8 hours
  2. customAfter restored to room temperature
  3. temperaturerefluxed for 14 hours
  4. filtrationwas filtered
  5. customdried
  6. distillationdistilled
  7. custompassed through a separation column

Sources & evidence

ORD record
ord-c70b43e3b72b4d0d999de1a9d27bf544
Source dataset
uspto-grants-2003_04
Patent number
US06552136B1

Reaction notes

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