Carbon Dioxide → HCID 529185, compound

HRID 2056785Notes

Reaction equation

HRID 2056785 reaction equation
C(=O)=O.[H-].[Na+].[CH2:6]([OH:9])[CH2:7][CH3:8].[C:10]([Si:14]([CH3:17])([CH3:16])Cl)([CH3:13])([CH3:12])[CH3:11]>C1COCC1>[C:10]([Si:14]([CH3:17])([CH3:16])[O:9][CH2:6][CH2:7][CH3:8])([CH3:13])([CH3:12])[CH3:11]

Participants

6

Reactant 4

HCID 280Carbon DioxideHCID 10311-PropanolHCID 24758Sodium hydrideHCID 28928tert-Butyldimethylsilyl chloride

Product 1

HCID 529185HCID 529185, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a dry-ice cooled suspension of 4.0 g of sodium hydride (60% dispersion in mineral oil) in 80 ml of anhydrous THF was dropwise added a solution of 7.44 ml of 1-propanol in 30 ml of the same solvent, and the mixture was slowly warmed to room temperature with continued stirring for 1 hr under nitrogen. A solution of 15.0 g of t-butyldimethylchlorosilane in 40 ml of THF was slowly added by syringe and continued stirring for 3 hr at room temperature. After distillation of the solvent, house vacuum distillation afforded the pure t-butyldimethyl-n-propoxysilane as a colorless liquid (106° C./house vacuum, 12.0 g, 69.2%). 1HNMR (CDCl3): δ 0.05 (s, 6H), 0.88 (t, J=7.5Hz, 3H), 0.89 (s, 9H), 1.53 (sextet, 2H), 3.56 (t, J=6.6 Hz, 2H). 13C-NMR (CDCl3): δ−5.08 (2C), 10.47 (1C), 18.58 (1C), 26.17 (3C), 26.21 (1C), 65.13 (1 C).

Workup

  1. stirringcontinued stirring for 3 hr at room temperature
  2. distillationAfter distillation of the solvent, house vacuum distillation

Sources & evidence

ORD record
ord-b2658e5dc65b48568435a397c29016ec
Source dataset
uspto-grants-2008_02
Patent number
US07335712B2

Reaction notes

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