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Bromide ion → (6-Phenylhexyl)phosphonic acid

HRID 1952426
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HRID 1952426 반응식
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[P:14]([O:21]CC)([O:18]CC)[O:15]CC.[Br-]>>[C:8]1([CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][P:14](=[O:15])([OH:21])[OH:18])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 259Bromide ionHCID 31215Triethyl phosphiteHCID 561788(6-Bromohexyl)benzene

생성물 1

HCID 20378153(6-Phenylhexyl)phosphonic acid

실험 절차

The 1-bromo-6-phenylhexane (˜7.304 g, ˜30 mmol) from the previous step was then added to triethyl phosphite (25 mL, 143.7 mmol) in a round bottom flask fixed with a condenser and under Argon pressure. This was allowed to reflux overnight. GCMS (PJH-I-37b) showed no starting bromide left and the reaction was stopped. A distillation was performed to remove the excess triethyl phosphate and then a column in 2:1 hexane:ethyl acetate. The desired product had an Rf=0.55. The desired product was obtained with only a trace impurity of the bisphenyl substituted hexane. The product was be purified further as it is a new compound, but some of it was used in the next step.

후처리

  • customfixed with a condenser and under Argon
  • temperatureto reflux overnight
  • waitleft
  • distillationA distillation
  • customto remove the excess triethyl phosphate
  • 출처 및 근거

    ORD 기록
    ord-cc64b4a047c54856a1a36a1b68bf0c03
    출처 데이터셋
    uspto-grants-2013_03
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US08405069B2

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