Bromotrimethylsilane → HCID 23415630, compound

HRID 1863886Notes

Reaction equation

HRID 1863886 reaction equation
Br[Si:2]([CH3:5])([CH3:4])[CH3:3].C([O:8][P:9]([C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)(=[O:13])[O:10]CC)C>>[CH3:3][Si:2]([O:8][P:9]([C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)(=[O:13])[O:10][Si:2]([CH3:5])([CH3:4])[CH3:3])([CH3:5])[CH3:4]

Participants

3

Reactant 2

HCID 76113BromotrimethylsilaneHCID 13508438Diethyl (4-fluorophenyl)phosphonate

Product 1

HCID 23415630HCID 23415630, compound

Conditions

Temperature
0 °C

Procedure

Bromotrimethylsilane (15.3 mL, 0.116 mol) was added dropwise to 4-fluorophenyl-phosphonic acid diethyl ester (8.95 g, 38.58 mmol) 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. The mixture was then concentrated by rotary evaporation yielding crude 4-fluorophenyl-phosphonic acid bis(trimethylsilyl) ester which was used in the next step without further purification.

Workup

  1. temperatureto warm to ambient temperature
  2. stirringstirred for an additional hour
  3. concentrationThe mixture was then concentrated by rotary evaporation

Sources & evidence

ORD record
ord-4b85a9f8865a45f18867e186a0dd263d
Source dataset
uspto-grants-2009_12
Patent number
US07625880B2

Reaction notes

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