1-Octanol → HCID 608399, compound

HRID 1901259Notes

Reaction equation

HRID 1901259 reaction equation
[CH2:1]([OH:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].N1C=CC=CC=1.[CH3:16][CH:17]([SiH:19]([CH:21]([CH3:23])[CH3:22])Cl)[CH3:18]>CCCCCC>[CH3:16][CH:17]([SiH:19]([CH:21]([CH3:23])[CH3:22])[O:9][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH3:18]

Participants

5

Reactant 3

HCID 9571-OctanolHCID 1049PyridineHCID 2758383Chlorodi(isopropyl)silane

Product 1

HCID 608399HCID 608399, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
-5 °C

Procedure

Di(2-propyl)octyloxysilane was prepared in the following manner. Dry octanol (52.5 g, 0.40 mole) and dry pyridine (32.9 g, 0.42 mole) were added to a 500 ml round-bottom flask. The solution was cooled to -5° C. with stirring. Di(2-propyl)chlorosilane (67.1 g, 0.44 mole) was added in a dropwise fashion over 60 minutes. After this addition, the temperature of the reaction mixture was maintained at -5° C. for another 30 minutes, then allowed to come to room temperature overnight. Hexane (100 ml) was then added to this reaction mixture. The organic phase was extracted with 500 ml 0.1N aq. HCl and 500 ml water. The organic layer was dried over anhydrous magnesium sulfate, filtered and distilled to produce di(2-propyl)octyloxysilane.

Workup

  1. customDi(2-propyl)octyloxysilane was prepared in the following manner
  2. additionAfter this addition
  3. temperaturethe temperature of the reaction mixture was maintained at -5° C. for another 30 minutes
  4. extractionThe organic phase was extracted with 500 ml 0.1N aq. HCl and 500 ml water
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. distillationdistilled

Sources & evidence

ORD record
ord-a7c0143c6afd4d43bd7bbcd6b3bdbf43
Source dataset
uspto-grants-1996_11
Patent number
US05576453

Reaction notes

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