Sodium Iodide → Diethyl 2-(trifluoromethyl)benzylphosphonate

HRID 736039

반응식

HRID 736039 반응식
[I-].[Na+].Cl[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]([F:14])([F:13])[F:12].[P:15]([O:22]CC)([O:19][CH2:20][CH3:21])[O:16][CH2:17][CH3:18]>C(#N)C>[CH2:17]([O:16][P:15]([CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]([F:14])([F:13])[F:12])(=[O:22])[O:19][CH2:20][CH3:21])[CH3:18]

참가 물질

5

반응물 3

HCID 5238Sodium IodideHCID 31215Triethyl phosphite2회HCID 890281-(Chloromethyl)-2-(trifluoromethyl)benzene

생성물 1

HCID 15818095Diethyl 2-(trifluoromethyl)benzylphosphonate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a suspension of sodium iodide (3.85 g, 25.6 mmol, 1 equiv.) in acetonitrile at room temperature under argon is added neat 1-chloromethyl-2-trifluoromethyl-benzene (commercially available from Acros Organics USA). To the resulting milky suspension is added freshly distilled triethyl phosphite (4.26 g, 25.6 mmol, 1 equiv.) and the resulting solution is stirred overnight at room temperature. After that time further triethyl phosphite (2.13 g, 12.9 mmol, 0.5 equiv.) is added and the reaction mixture heated at reflux for 1 hour. After cooling down to room temperature all volatiles were evaporated under reduced pressure. The residue is taken-up in dichloromethane and filtered through paper and the filtrate is concentrated under reduced pressure to yield the desired material as a clear oil pure enough to be used in the following step without further purification (7.46 g, 98%).

후처리

  1. temperaturethe reaction mixture heated
  2. temperatureat reflux for 1 hour
  3. temperatureAfter cooling down to room temperature all volatiles
  4. customwere evaporated under reduced pressure
  5. filtrationfiltered through paper
  6. concentrationthe filtrate is concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-866ca2e02fe7473f80b86807ac5b81a6
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07595315B2

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