Sodium Iodide → Diethyl 2-(trifluoromethyl)benzylphosphonate

HRID 736039ノート

反応式

HRID 736039 の反応式
[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]

参加物

5

反応物 3

HCID 5238Sodium IodideHCID 31215Triethyl phosphite2 回HCID 890281-(Chloromethyl)-2-(trifluoromethyl)benzene

生成物 1

HCID 15818095Diethyl 2-(trifluoromethyl)benzylphosphonate

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-866ca2e02fe7473f80b86807ac5b81a6
出典データセット
uspto-grants-2009_09
特許番号
US07595315B2

反応ノート

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