1,2-Dichloroethane → 1-(2,4-Dimethoxyphenylacetyl)-4-(2-methylphenyl)piperazine

HRID 1292334

反応式

HRID 1292334 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1.[CH3:14][O:15][C:16]1[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:17]=1[CH2:24][C:25](O)=[O:26].C(Cl)CCl.C(N(CC)CC)C>CN(C=O)C>[CH3:14][O:15][C:16]1[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:17]=1[CH2:24][C:25]([N:11]1[CH2:12][CH2:13][N:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[CH3:1])[CH2:9][CH2:10]1)=[O:26]

参加物

6

反応物 4

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 919652-MeppHCID 3505552-(2,4-Dimethoxyphenyl)acetic acid

生成物 1

HCID 82970911-(2,4-Dimethoxyphenylacetyl)-4-(2-methylphenyl)piperazine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1-(2-methylphenyl)piperazine (.087 g, 0.41 mmol) and 2,4-dimethoxyphenylacetic acid (0.096 g, 0.49 mmol) were dissolved in 20 DMF (5 ml) and treated with EDC (0.091 g, 0.47 mmol) and HBT (0.071 g, 0.52 mmol). Triethylamine was added to the stirred mixture to bring the pH (moistened E. Merck colorpHast indicator) to ca. 9. The mixture was stirred at ambient temperature for 18 hours, then concentrated in vacuo. The residue was taken up in ethyl acetate, and the ethyl acetate layer was washed with saturated aqueous sodium bicarbonate and brine, dried over sodium sulfate, filtered, and the filtrate was concentrated to dryness in vacuo. The residue was chromatographed on silica gel eluted with 1.5% methanol in methylene chloride. The combined product fractions were evaporated to dryness in vacuo to give the title compound.

後処理

  1. concentrationconcentrated in vacuo
  2. washthe ethyl acetate layer was washed with saturated aqueous sodium bicarbonate and brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated to dryness in vacuo
  6. customThe residue was chromatographed on silica gel
  7. washeluted with 1.5% methanol in methylene chloride
  8. customThe combined product fractions were evaporated to dryness in vacuo

出典と根拠

ORDレコード
ord-6c0f53a3127d4a04baf5e948c80f9ef1
出典データセット
uspto-grants-1998_05
特許番号
US05756504

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