Carbon Dioxide → HCID 22056507, compound

HRID 1829965Notes

Reaction equation

HRID 1829965 reaction equation
[C:1]([O:5][Si:6]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])(Cl)Cl)([CH3:4])([CH3:3])[CH3:2].[Si](Cl)(Cl)(Cl)Cl.[C:19]([OH:23])(C)([CH3:21])[CH3:20].C(=O)=[O:25].Cl>O.CCOCC.N1C=CC=CC=1.C(O)(C)C.CCCCCC>[C:1]([O:5][Si:6]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])([O:23][CH:19]([CH3:21])[CH3:20])[OH:25])([CH3:4])([CH3:3])[CH3:2]

Participants

11

Reactant 5

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 6386tert-ButanolHCID 24816Silicon tetrachlorideHCID 87623Silane, dichlorobis(1,1-dimethylethoxy)-

Product 1

HCID 22056507HCID 22056507, compound

Reagents, catalysts & solvents 5

HCID 962WaterSolventHCID 1049PyridineSolvent3×HCID 3283Diethyl EtherSolventHCID 3776IsopropanolSolvent2×HCID 8058HexaneSolvent

Conditions

Temperature
-20 °C

Procedure

20 g (0.0799 mol) of bis(tert-butoxy)dichlorosilane prepared by reaction of SiCl4 with two equivalents of tert-butanol in the presence of pyridine was loaded in a 1000 ml three-neck flask with 200 ml hexane. The flask was cooled down to −20° C. with a cold bath containing dry ice and iso-propanol. 4.8 g (0.08 mol) of iso-propanol was added. The temperature was kept at less than −20° C. 6.3 g of pyridine was added to the flask slowly to generate a lot of white precipitate, which is pyridine.HCl. The cold bath was removed and the flask was stirred for several days at room temperature after removal of the cold bath. Filtration and removal of solvents resulted in white slurry. The white slurry was dropwise added to a solution containing 50 ml of ether, 50 ml of water, and 6 g of NH4.HCO3 at a temperatue below −10° C. until completion of the addition. The resulting white slurry was stirred overnight. The organic layer was separated and dried over anhydrous CaCl2. GC/MS indicated the formation of bis(tert-butoxy)(iso-propooxy)silanol as the major product (93.8%), plus bis(tert-butoxy)(iso-propoxy)chlorosilane. Vacuum distillation gives pure bis(tert-butoxy)(iso-propoxy)silanol (˜104° C./2 torr).

Workup

  1. customwas kept at less than −20° C
  2. customThe cold bath was removed
  3. customafter removal of the cold bath
  4. filtrationFiltration and removal of solvents
  5. customresulted in white slurry
  6. additionThe white slurry was dropwise added to a solution
  7. additionHCO3 at a temperatue below −10° C. until completion of the addition
  8. stirringThe resulting white slurry was stirred overnight
  9. customThe organic layer was separated
  10. dry with materialdried over anhydrous CaCl2
  11. distillationVacuum distillation

Sources & evidence

ORD record
ord-56110ed8fe674a6fb67a1057885300ff
Source dataset
uspto-grants-2006_06
Patent number
US07064227B1

Reaction notes

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