Acetic Acid → N-acetyl-N-2-octyl-4-iodoaniline

HRID 21360ノート

反応式

HRID 21360 の反応式
[I:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH:9]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH3:10])=[CH:4][CH:3]=1.[C:17](O)(=[O:19])[CH3:18].C(OC(=O)C)(=O)C>CCOCC>[C:17]([N:8]([CH:9]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH3:10])[C:5]1[CH:6]=[CH:7][C:2]([I:1])=[CH:3][CH:4]=1)(=[O:19])[CH3:18]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 9927521N-(4'-iodophenyl)-2-aminooctane

生成物 1

HCID 9907537N-acetyl-N-2-octyl-4-iodoaniline収率 70%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
70 °C

実験手順

A flask containing N-(4'-iodophenyl)-2-amino octane (1.50 g, 4.5 mmol) was charged with acetic acid (15 ml) and acetic anhydride (15 ml). The reaction flask was immersed in an oil bath which was warmed to 70° C. over a period of 0.5 hr. After stirring for 19 hrs, the reaction was allowed to cool, diluted with ether (200 ml), washed with water (2×50 ml), saturated aqueous sodium bicarbonate (4×50 ml), water (2×50 ml) and brine (50 ml), dried (Na2SO4), filtered, and evaporated in vacuo. Flash column chromatography (silica, 1:4; EtOAc:hexanes) provided N-acetyl-N-2-octyl-4-iodoaniline (1.48 g, 70%) as a white solid. Mp 60°-62° C.

後処理

  1. customThe reaction flask was immersed in an oil bath
  2. temperatureto cool
  3. washwashed with water (2×50 ml), saturated aqueous sodium bicarbonate (4×50 ml), water (2×50 ml) and brine (50 ml)
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated in vacuo

出典と根拠

ORDレコード
ord-d8be354893054265b5a23814d9e1975b
出典データセット
uspto-grants-1995_06
特許番号
US05422114

反応ノート

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