Methyl iodide → 3-(2-Methoxy-4-nitrophenyl)-1-pyrrolidin-1-yl-propan-1-one

HRID 1353087ノート

反応式

HRID 1353087 の反応式
[OH:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][CH2:12][C:13]([N:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1)=[O:14].[C:20](=O)([O-])[O-].[K+].[K+].IC>CN(C)C=O>[CH3:20][O:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][CH2:12][C:13]([N:15]1[CH2:16][CH2:17][CH2:18][CH2:19]1)=[O:14]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 179894043-(2-Hydroxy-4-nitrophenyl)-1-pyrrolidin-1-yl-propan-1-one

生成物 1

HCID 179894193-(2-Methoxy-4-nitrophenyl)-1-pyrrolidin-1-yl-propan-1-one収率 94.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

This amide (900 mg, 3.4 mmol) was dissolved in dimethylformamide (100 ml) and potassium carbonate (516 mg) added, followed by iodomethane (0.6 ml, 3.7 mmol). The solution was stirred for 5 hours, then concentrated in vacuo. The residual oil was partitioned between ethyl acetate (50 ml) and H2O (50 ml), the aqueous layer extracted with ethyl acetate (3×50 ml), the combined organic phases washed with brine (20 ml), dried (MgSO4) and evaporated to yield 3-(2-methoxy-4-nitrophenyl)-1-pyrrolidin-1-yl-propan-1-one as a black oil (900 mg, 3.2 mmol);

後処理

  1. concentrationconcentrated in vacuo
  2. customThe residual oil was partitioned between ethyl acetate (50 ml) and H2O (50 ml)
  3. extractionthe aqueous layer extracted with ethyl acetate (3×50 ml)
  4. washthe combined organic phases washed with brine (20 ml)
  5. dry with materialdried (MgSO4)
  6. customevaporated

出典と根拠

ORDレコード
ord-8eb1f31412724b449c01c94f080b0297
出典データセット
uspto-grants-2007_05
特許番号
US07220777B2

反応ノート

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