Sodium Iodide → N-2-[4-Iodophenoxy]ethyldodecylamine

HRID 1383909ノート

反応式

HRID 1383909 の反応式
[CH2:1]([NH2:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].C(N(C(C)C)CC)(C)C.[I-].[Na+].Br[CH2:26][CH2:27][O:28][C:29]1[CH:34]=[CH:33][C:32]([I:35])=[CH:31][CH:30]=1>C(O)(C)C>[I:35][C:32]1[CH:33]=[CH:34][C:29]([O:28][CH2:27][CH2:26][NH:13][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])=[CH:30][CH:31]=1

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 13583DodecylamineHCID 81531DiisopropylethylamineHCID 19058471-(2-Bromoethoxy)-4-iodobenzene

生成物 1

HCID 18319005N-2-[4-Iodophenoxy]ethyldodecylamine収率 82%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

A mixture of dodecylamine (30 g, 162 mmol), diisopropylethylamine (22 ml, 128 mmol), sodium iodide (1.3 g, 8.5 mmol), 1-[2-bromoethoxy]-4-iodobenzene (13.9 g, 42.5 mmol) and isopropanol (250 ml) was stirred and refluxed for 24 h. After cooling to r.t., the mixture was filtered, washed with dichloromethane and concentrated in vacuo. The residue was chromatographed on silica gel (dichloromethane/methanol 50:1 to 20:1) to afford the title compound (15 g, 82%) as a white solid.

後処理

  1. temperaturerefluxed for 24 h
  2. filtrationthe mixture was filtered
  3. washwashed with dichloromethane
  4. concentrationconcentrated in vacuo
  5. customThe residue was chromatographed on silica gel (dichloromethane/methanol 50:1 to 20:1)

出典と根拠

ORDレコード
ord-180ace20d3a8494a91addc1c17a3aa01
出典データセット
uspto-grants-2001_07
特許番号
US06255496B1

反応ノート

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