Tetrahydrofuran → HCID 54039278, compound

HRID 374129Notes

Reaction equation

HRID 374129 reaction equation
[O:1]1CCCC1.[CH3:6][CH:7]([CH3:16])[SiH:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH3:9].[H][H]>[Pd].O>[CH3:6][CH:7]([CH3:16])[Si:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([CH3:9])[OH:1]

Participants

6

Reactant 3

HCID 8028TetrahydrofuranHCID 100986015HCID 100986015, compound2×HCID 178418361HCID 178418361, compound2×

Product 1

HCID 54039278HCID 54039278, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 962WaterSolvent

Procedure

All the dehydrated tetrahydrofuran solution containing dimethylphenyldimethylsilane was placed in a 1-liter flask equipped with an Allihn condenser, thermometer, and stirrer, and 20 ml of water deionized by ion exchange and 0.3 g of a 5 wt % palladium-on-active carbon catalyst (the quantity of metallic palladium: 0.023 wt % of dimethylphenyldimethylsilane) were added with stirring at room temperature: 23° C. Then, hydrogen gas began evolving immediately. Measurement with a wet type of gas meter attached to the outlet of the Allihn condenser indicated that 9.75 l (0.394 mole) at 23° C. of hydrogen gas evolved until the evolution ceased 2.5 hours after the initiation of reaction. The reaction product mixture was filtered to remove the palladium catalyst, and also the lower aqueous layer was removed, giving a tetrahydrofuran solution of dimethylphenyldimethylhydroxysilane.

Workup

  1. customwas placed in a 1-liter flask
  2. customequipped with an Allihn condenser
  3. custom23° C
  4. customafter the initiation of reaction
  5. filtrationThe reaction product mixture was filtered
  6. customto remove the palladium catalyst
  7. customalso the lower aqueous layer was removed

Sources & evidence

ORD record
ord-96621a8a5baa4cc09d677837c412fbd4
Source dataset
uspto-grants-1992_11
Patent number
US05166363

Reaction notes

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