Iodine → N,N-Dibutyl-4-iodoaniline

HRID 2369630노트

반응식

HRID 2369630 반응식
[I:1]I.[CH2:3]([N:7]([CH2:14][CH2:15][CH2:16][CH3:17])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:4][CH2:5][CH3:6].C([O-])(O)=O.[Na+].CCOCC>O>[I:1][C:11]1[CH:12]=[CH:13][C:8]([N:7]([CH2:14][CH2:15][CH2:16][CH3:17])[CH2:3][CH2:4][CH2:5][CH3:6])=[CH:9][CH:10]=1

참가 물질

6

반응물 4

HCID 807IodineHCID 3283Diethyl EtherHCID 61154N,N-DibutylanilineHCID 516892Sodium Bicarbonate

생성물 1

HCID 13169159N,N-Dibutyl-4-iodoaniline수율 71%

시약·촉매·용매 1

HCID 962Water용매

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온도
12.5 °C

실험 절차

Iodine (7.88 g, 31 mmol) was added portionwise to a mixture of N,N-dibutylaniline (7 g, 34 mmol) and NaHCO3 (2.87 g, 34 mmol) in water (25 mL) with stirring at 10-15° C. After 1 h the mixture was poured into Et2O (200 mL), washed with water (100 mL), Na2S2O3 (2×100 mL), water (2×100 mL), dried (MgSO4) and the solvent removed under reduced pressure. The residue was chromatographed on silica using hexane as eluent. The first fraction was collected and the solvent removed under reduced pressure to give the title compound (7.26 g, 71%) as a pale brown oil.

후처리

  1. washwashed with water (100 mL), Na2S2O3 (2×100 mL), water (2×100 mL)
  2. dry with materialdried (MgSO4)
  3. customthe solvent removed under reduced pressure
  4. customThe residue was chromatographed on silica
  5. customThe first fraction was collected
  6. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-c6d12a6d9a644dae81d6e5212c9b15f3
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08703978B2

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