Methyl iodide → N-BOC-N-Methyl-3-bromoaniline

HRID 1092274

反応式

HRID 1092274 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH:5]=[CH:6][CH:7]=1.[H-].[Na+].[CH3:18]I>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]([N:8]([CH3:18])[C:9](=[O:15])[O:10][C:11]([CH3:12])([CH3:14])[CH3:13])[CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 2757254N-(tert-Butoxycarbonyl)-3-bromoaniline

生成物 1

HCID 22997148N-BOC-N-Methyl-3-bromoaniline収率 95%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 114 g (447 mmol) of tert-butyl (3-bromophenyl)carbamate in 800 ml of DMF are added portionwise 19 g (475 mmol) of sodium hydride (60% in oil) and the reaction medium is stirred until the evolution of gas has ceased. 29.3 ml (470 mmol) of methyl iodide are added dropwise and stirring is continued for 18 hours. The reaction medium is poured into ice-water and extracted with ethyl acetate. The organic phase is separated out by settling of the phases, dried over magnesium sulfate and evaporated. 115 g of tert-butyl (3-bromophenyl)-N-methylcarbamate are obtained in a yield of 95%.

後処理

  1. stirringstirring
  2. extractionextracted with ethyl acetate
  3. customThe organic phase is separated out
  4. dry with materialdried over magnesium sulfate
  5. customevaporated

出典と根拠

ORDレコード
ord-ba3433e1390b426396c07058c5da4ea4
出典データセット
uspto-grants-2012_03
特許番号
US08129416B2

関連ノート

読み込み中…