Potassium Carbonate → 2-(2-bromophenyl)-N-(2-ethoxyethyl)ethanamine

HRID 387641ノート

反応式

HRID 387641 の反応式
CS(O[CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[Br:14])(=O)=O.[CH2:15]([O:17][CH2:18][CH2:19][NH2:20])[CH3:16].C(=O)([O-])[O-].[K+].[K+]>O1CCCC1>[Br:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[CH2:7][CH2:6][NH:20][CH2:19][CH2:18][O:17][CH2:15][CH3:16]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 66970EthoxyethylamineHCID 15364878HCID 15364878、化合物

生成物 1

HCID 684705122-(2-bromophenyl)-N-(2-ethoxyethyl)ethanamine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

3.5 g of 2-(2-bromophenyl)ethyl methanesulfonate, 5.59 g of 2-ethoxyethanamine, 8.67 g of potassium carbonate and 70 cm3 of tetrahydrofuran are stirred under the reflux of the solvent under an inert atmosphere for 48 h. The heating is stopped, then the reaction mixture is filtered. The insoluble material is washed twice with ethyl acetate. The filtrate is concentrated using a rotary evaporator under reduced pressure (5 kPa). The product obtained is purified by flash chromatography over silica (column: 330 g; particle size: 20-40 μm, spherical; eluent: 100% ethyl acetate to 90% ethyl acetate/10% methanol gradient). After concentrating the fractions under reduced pressure, 2.45 g of 2-(2-bromophenyl)-N-(2-ethoxyethyl)ethanamine are obtained in the form of a yellow oil.

後処理

  1. temperaturereflux of the solvent under an inert atmosphere for 48 h
  2. filtrationthe reaction mixture is filtered
  3. washThe insoluble material is washed twice with ethyl acetate
  4. concentrationThe filtrate is concentrated
  5. customa rotary evaporator under reduced pressure (5 kPa)
  6. customThe product obtained
  7. customis purified by flash chromatography over silica (column: 330 g; particle size: 20-40 μm, spherical; eluent: 100% ethyl acetate to 90% ethyl acetate/10% methanol gradient)
  8. concentrationAfter concentrating the fractions under reduced pressure, 2.45 g of 2-(2-bromophenyl)-N-(2-ethoxyethyl)ethanamine
  9. customare obtained in the form of a yellow oil

出典と根拠

ORDレコード
ord-ec8a03b675bb4e06be24ae3e8cea9adb
出典データセット
uspto-grants-2013_02
特許番号
US08372864B2

反応ノート

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