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

HRID 21360노트

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HRID 21360 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 9907537N-acetyl-N-2-octyl-4-iodoaniline수율 70%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

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온도
70 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d8be354893054265b5a23814d9e1975b
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05422114

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