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Bromotrimethylsilane → HCID 23415630, compound

HRID 562414
Notes
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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]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

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
  • stirringstirred for an additional hour
  • concentrationThe mixture was then concentrated by rotary evaporation
  • Sources & evidence

    ORD record
    ord-7dfa5932fcc14e52afd7055ed33f0ce1
    Source dataset
    uspto-grants-2011_11
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08067395B2

    Reaction notes

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    On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes