Iodine → N,N-Dibutyl-4-iodoaniline

HRID 2369630ノート

反応式

HRID 2369630 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 13169159N,N-Dibutyl-4-iodoaniline収率 71%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
12.5 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c6d12a6d9a644dae81d6e5212c9b15f3
出典データセット
uspto-grants-2014_04
特許番号
US08703978B2

反応ノート

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