Bromotrimethylsilane → HCID 23415630, compound

HRID 562414Notes

Reaction equation

HRID 562414 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-7dfa5932fcc14e52afd7055ed33f0ce1
Source dataset
uspto-grants-2011_11
Patent number
US08067395B2

Reaction notes

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