Methyl iodide → Methyl 3-bromo-4-(pyrrolidin-1-ylcarbonyl)benzoate

HRID 2053762ノート

反応式

HRID 2053762 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]([N:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:12])[C:5]([OH:7])=[O:6].[C:18](=O)([O-])[O-].[Cs+].[Cs+].IC>CN(C)C=O>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]([N:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:12])[C:5]([O:7][CH3:18])=[O:6]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 693124883-Bromo-4-(pyrrolidin-1-ylcarbonyl)benzoic acid

生成物 1

HCID 69312594Methyl 3-bromo-4-(pyrrolidin-1-ylcarbonyl)benzoate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

20 g (67.1 mmol) of 3-bromo-4-(pyrrolidin-1-ylcarbonyl)benzoic acid is dissolved in 400 mL of N,N-dimethylformamide and combined with 21.9 g (67.1 mmol) cesium carbonate with stirring. Then 4.21 mL (67.1 mmol) of iodomethane is slowly added dropwise at ambient temperature and the mixture is stirred for 16 hours at ambient temperature. After the solid constituents have been removed by filtration with suction, volatile constituents are removed in vacuo. Yield: 20.94 g (75%); Rf value: 0.42 (silica gel; dichloromethane/ethanol=98:2); C13H14BrNO3 (312.17); mass spectrum: (M+H)+=312/314 (bromine isotope).

後処理

  1. stirringthe mixture is stirred for 16 hours at ambient temperature
  2. customAfter the solid constituents have been removed by filtration with suction, volatile constituents
  3. customare removed in vacuo

出典と根拠

ORDレコード
ord-1f631f885c4c4dd887240ea6ca9a1da1
出典データセット
uspto-grants-2008_02
特許番号
US07326791B2

反応ノート

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