Diethyl(4-nitrophenyl)phosphonate → Diethyl (4-aminophenyl)phosphonate

HRID 45639

反応式

HRID 45639 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([P:10](=[O:17])([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13])=[CH:6][CH:5]=1)([O-])=O>[C].[Pd].C(O)=O>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([P:10](=[O:17])([O:11][CH2:12][CH3:13])[O:14][CH2:15][CH3:16])=[CH:6][CH:5]=1

参加物

4

反応物 1

HCID 284865Diethyl(4-nitrophenyl)phosphonate

生成物 1

HCID 273213Diethyl (4-aminophenyl)phosphonate

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 284Formic Acid溶媒

実験手順

Into a 50-mL round-bottom flask, was placed a solution of diethyl 4-nitrophenylphosphonate (1.07 g, 4.13 mmol, 1.00 equiv), TEA (3 mL), Palladium carbon (0.025 g). This was followed by the addition of formic acid (2 mL) dropwise with stirring at room temperature. The resulting solution was heated to reflux for 3 hr. The reaction was then quenched by the addition of 5 mL of water and the solids were filtered out. The resulting filtrate was extracted with 5×10 mL of dichloromethane and the organic layers combined and dried over anhydrous sodium sulfate. This resulted in 800 mg (85%) of diethyl 4-aminophenylphosphonate as a white solid.

後処理

  1. customInto a 50-mL round-bottom flask, was placed
  2. temperatureThe resulting solution was heated
  3. temperatureto reflux for 3 hr
  4. customThe reaction was then quenched by the addition of 5 mL of water
  5. filtrationthe solids were filtered out
  6. extractionThe resulting filtrate was extracted with 5×10 mL of dichloromethane
  7. dry with materialdried over anhydrous sodium sulfate
  8. customThis resulted in 800 mg (85%) of diethyl 4-aminophenylphosphonate as a white solid

出典と根拠

ORDレコード
ord-aadeaeb613104a28b97e83ba40c1d712
出典データセット
uspto-grants-2013_09
特許番号
US08541448B2

関連ノート

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