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Benzylethanolamine → N-cyclohepty-5-[benzyl(2-hydroxyethyl)amino]pentanamide

HRID 610774
ノート
印刷プレビュー

反応式

HRID 610774 の反応式
[CH:1]1([NH:8][C:9](=[O:15])[CH2:10][CH2:11][CH2:12][CH2:13]Br)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:16]([NH:23][CH2:24][CH2:25][OH:26])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH:1]1([NH:8][C:9](=[O:15])[CH2:10][CH2:11][CH2:12][CH2:13][N:23]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:24][CH2:25][OH:26])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 4348BenzylethanolamineHCID 11430Potassium CarbonateHCID 22125969n-Cycloheptyl-5-bromopentanamide

生成物 1

HCID 22125972N-cyclohepty-5-[benzyl(2-hydroxyethyl)amino]pentanamide収率 58.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
60 °C

実験手順

N-cycloheptyl-5-bromopentanamide (4.15 g, 15 mmole) in solution in dimethylformamide (20 ml) is added dropwise to a hot solution (60° C.) of N-benzylethanolamine (2.27 g, 2.13 ml, 15 mmole) in dimethylformamide (25 ml) in the presence of potassium carbonate (4.15 g, 3 mmole). The reaction mixture is agitated for 2 hours at 60° C. then the solvent is evaporated under reduced pressure. The residue is taken up in dichloromethane (50 ml) and washed with water (3×30 ml). The organic phase is collected, dried over magnesium sulfate; the solvent is evaporated under reduced pressure. The product obtained is purified by flash chromatography over silica gel in a mixture of dichloromethane/methanol (90/10) to give 3.04 g (50%) of the expected compound in the form of an oil.

後処理

  1. customthe solvent is evaporated under reduced pressure
  2. washwashed with water (3×30 ml)
  3. customThe organic phase is collected
  4. dry with materialdried over magnesium sulfate
  5. customthe solvent is evaporated under reduced pressure
  6. customThe product obtained
  7. customis purified by flash chromatography over silica gel in a mixture of dichloromethane/methanol (90/10)

出典と根拠

ORDレコード
ord-fadcc4f3ec5f43bab5e96e01299add98
出典データセット
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05998666

反応ノート

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