Bromotrimethylsilane → HCID 66833315, compound

HRID 1863875Notes

Reaction equation

HRID 1863875 reaction equation
Br[Si:2]([CH3:5])([CH3:4])[CH3:3].C[O:7][P:8]([CH2:12][C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1)(=[O:11])[O:9]C>>[CH3:3][Si:2]([O:7][P:8]([CH2:12][C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1)(=[O:11])[O:9][Si:2]([CH3:5])([CH3:4])[CH3:3])([CH3:5])[CH3:4]

Participants

3

Reactant 2

HCID 76113BromotrimethylsilaneHCID 23208053HCID 23208053, compound

Product 1

HCID 66833315HCID 66833315, compound

Conditions

Temperature
0 °C

Procedure

Bromotrimethylsilane (6.0 mL, 45.4 mmol) was added dropwise to (4-fluoro-benzyl)-phosphonic acid dimethyl ester (4.57 g, 20.95 mmol) and stirred in a reaction flask chilled to 0° C. The resulting solution was allowed to warm to ambient temperature and stirred for an additional hour, then concentrated by rotary evaporation to remove volatiles yielding crude (4-fluoro-benzyl) phosphonic acid bis(trimethylsilyl) ester which was used without further purification.

Workup

  1. temperatureto warm to ambient temperature
  2. stirringstirred for an additional hour
  3. concentrationconcentrated by rotary evaporation
  4. customto remove volatiles

Sources & evidence

ORD record
ord-8541ab0cf72e46a0bf0a27a401fe5c55
Source dataset
uspto-grants-2009_12
Patent number
US07625880B2

Reaction notes

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