Bromotrimethylsilane → HCID 66833315, compound

HRID 562403Notes

Reaction equation

HRID 562403 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-be9b4d6aef8942fa838ca7d8ddc153d6
Source dataset
uspto-grants-2011_11
Patent number
US08067395B2

Reaction notes

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