Triphenylphosphine → 5-(3-Nitro-phenoxy)-pentylamine

HRID 217666노트

반응식

HRID 217666 반응식
[N:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([N+:16]([O-:18])=[O:17])[CH:11]=1)=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1.O>[N+:16]([C:12]1[CH:11]=[C:10]([CH:15]=[CH:14][CH:13]=1)[O:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][NH2:1])([O-:18])=[O:17]

참가 물질

5

반응물 2

HCID 11776TriphenylphosphineHCID 866252691-(5-Azido-pentyloxy)-3-nitro-benzene

생성물 1

HCID 690096135-(3-Nitro-phenoxy)-pentylamine수율 98.4%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1-(5-azido-pentyloxy)-3-nitro-benzene (3.12 g, 12.5 mmol) in 50 mL THF and 1 mL H2O was added triphenylphosphine (3.27 g, 12.5 mmol). The reaction mixture was stirred at room temperature for 48 hours and then was partitioned with ethyl acetate and water. The aqueous solution was extracted with ethyl acetate (3×50 mL). The combined organic phases were washed with brine, dried over MgSO4, and concentrated to give a yellow liquid, which was purified by silica gel column chromatography to give 5-(3-nitro-phenoxy)-pentylamine (2.75 g, 12.3 mmol, 98%) as a yellow liquid.

후처리

  1. customwas partitioned with ethyl acetate and water
  2. extractionThe aqueous solution was extracted with ethyl acetate (3×50 mL)
  3. washThe combined organic phases were washed with brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customto give a yellow liquid, which
  7. customwas purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-a1ee6c77ed174b35ba0cfdc90d934db9
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08198284B2

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