Water → N-Methyl-3-(benzyloxy)-benzeneethanamine

HRID 1271244노트

반응식

HRID 1271244 반응식
[H-].[Li+].[Al+3].[H-].[H-].[H-].[CH2:7]([O:14][C:15]1[CH:16]=[C:17]([CH2:21][CH2:22][NH:23][CH:24]=O)[CH:18]=[CH:19][CH:20]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.O.[OH-].[Na+]>O1CCCC1>[CH2:7]([O:14][C:15]1[CH:16]=[C:17]([CH2:21][CH2:22][NH:23][CH3:24])[CH:18]=[CH:19][CH:20]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 229319731-[3-(Benzyloxy)phenyl]-2-(formylamino)ethane

생성물 1

HCID 22931944N-Methyl-3-(benzyloxy)-benzeneethanamine수율 76.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

1.07 g of aluminum lithium hydride was suspended in 20 ml of tetrahydrofuran and a solution of 4.78 g of 1-[3-(benzyloxy)phenyl]-2-(formylamino)ethane in 10 ml of tetrahydrofuran was added dropwise at room temperature. The mixture was stirred at room temperature for 30 minutes and then heated at reflux for 2 hours. The reaction solution was ice-cooled and 1 ml of water, 1 ml of an aqueous 15% sodium hydroxide solution and 3 ml of water were added dropwise in order, followed by stirring for 30 minutes. The insoluble solid was removed by filtration and the solvent in the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtain 3.46 g of the desired compound as a pale yellow oily substance.

후처리

  1. temperatureheated
  2. temperatureat reflux for 2 hours
  3. temperaturecooled
  4. stirringby stirring for 30 minutes
  5. customThe insoluble solid was removed by filtration
  6. customthe solvent in the filtrate was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-ecf2e94bc1aa4d62bba534fd60397f3c
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07205302B2

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