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

HRID 45639

반응식

HRID 45639 반응식
[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

참가 물질

4

반응물 1

HCID 284865Diethyl(4-nitrophenyl)phosphonate

생성물 1

HCID 273213Diethyl (4-aminophenyl)phosphonate

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 284Formic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-aadeaeb613104a28b97e83ba40c1d712
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541448B2

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