Potassium Carbonate → 1-[4-(Diphenylmethyl)piperazin-1-yl]-3-{[2-(2-methoxyphenyl)ethyl]amino}propan-2-ol

HRID 274905ノート

反応式

HRID 274905 の反応式
[C:1]1([CH:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH:15]3[O:17][CH2:16]3)[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:24][O:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[CH2:32][CH2:33][NH2:34].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[C:1]1([CH:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH:15]([OH:17])[CH2:16][NH:34][CH2:33][CH2:32][C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=3[O:25][CH3:24])[CH2:10][CH2:9]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 748962-MethoxyphenethylamineHCID 102447781-(Diphenylmethyl)-4-[(oxiran-2-yl)methyl]piperazine

生成物 1

HCID 30726991-[4-(Diphenylmethyl)piperazin-1-yl]-3-{[2-(2-methoxyphenyl)ethyl]amino}propan-2-ol収率 66.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

3.08 g (0.01 mol) of 1-(diphenylmethyl)-4-(2,3-epoxypropyl)piperazine and 2 g (0.01 mol) of 2-(2-methoxyphenyl)ethylamine were refluxed with heating together with 200 ml of DMF for 21 hours in the presence of a catalytic amount of an alkali such as potassium carbonate. DMF was distilled off under reduced pressure, and a residue was extracted with ethyl acetate. After washing with water and drying, the ethyl acetate was distilled off under reduced pressure to obtain 5.1 g of a crude subject compound of a viscous liquid. The obtained compound was refined by flush chromatography and fractional thin-layer chromatography with solvent mixtures of ethyl acetate--methanol and methylene chloride--methanol respectively to obtain 3.05 g of the subject compound in a viscous liquid state.

後処理

  1. distillationDMF was distilled off under reduced pressure
  2. extractiona residue was extracted with ethyl acetate
  3. washAfter washing with water
  4. customdrying
  5. distillationthe ethyl acetate was distilled off under reduced pressure
  6. customto obtain 5.1 g of a crude
  7. customby flush chromatography and fractional thin-layer chromatography with solvent mixtures of ethyl acetate

出典と根拠

ORDレコード
ord-659f40d5ec5045d39e9626fe46ab7c0c
出典データセット
uspto-grants-1995_02
特許番号
US05391552

反応ノート

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