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Benzylamine → HCID 66832926, 화합물

HRID 562416
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HRID 562416 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([P:8](=[O:13])([CH:11]=[CH2:12])[CH:9]=[CH2:10])=[CH:4][CH:3]=1.[CH2:14]([NH2:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C1COCC1.O>[CH2:14]([N:21]1[CH2:12][CH2:11][P:8](=[O:13])([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)[CH2:9][CH2:10]1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 7504BenzylamineHCID 66832323HCID 66832323, 화합물

생성물 1

HCID 66832926HCID 66832926, 화합물수율 82%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

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온도
90 °C

실험 절차

(4-Fluorophenyl) divinyl phosphine oxide (1.50 g, 7.65 mmol) and benzylamine (1.05 mL, 9.57 mmol) were dissolved in a mixture of 100 mL of THF and 100 mL of deionized water. The reaction mixture was heated at 90° C. overnight. The reaction mixture was concentrated by rotary evaporation and the product was extracted into dichloromethane and washed with saturated brine. The organic phase was dried with sodium sulfate, filtered, and concentrated by rotary evaporation to yield 2.52 g of crude product. Impurities were removed by passing a solution of the crude product in ethyl acetate through a plug of silica. The product was then eluted from the silica with 10% methanol in ethyl acetate. The solvents were removed by rotary evaporation to yield 1.89 g (6.24 mmol, 82%) of 1-benzyl-4-(4-fluorophenyl)-[1,4]azaphosphinane 4-oxide as a colorless oil. ESMS (m/z): (M+1)+ found, 304.

후처리

  1. concentrationThe reaction mixture was concentrated by rotary evaporation
  2. extractionthe product was extracted into dichloromethane
  3. washwashed with saturated brine
  4. dry with materialThe organic phase was dried with sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated by rotary evaporation
  7. customto yield 2.52 g of crude product
  8. customImpurities were removed
  9. washThe product was then eluted from the silica with 10% methanol in ethyl acetate
  10. customThe solvents were removed by rotary evaporation

출처 및 근거

ORD 기록
ord-b42d9bafc50743fab18b44a394cfbfc3
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08067395B2

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