Methyl iodide → benzyl N-(4-iodophenyl)-N-methylcarbamate

HRID 1018006ノート

反応式

HRID 1018006 の反応式
[CH2:1]([O:8][C:9]([NH:11][C:12]1[CH:17]=[CH:16][C:15]([I:18])=[CH:14][CH:13]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[CH3:21]I>CN(C)C=O>[CH2:1]([O:8][C:9]([N:11]([CH3:21])[C:12]1[CH:13]=[CH:14][C:15]([I:18])=[CH:16][CH:17]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 1245679N-Cbz-4-iodoaniline

生成物 1

HCID 18404743benzyl N-(4-iodophenyl)-N-methylcarbamate収率 96.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A stirred solution of N-benzyloxycarbonyl-4-iodoaniline (11.5 g, Reference Example 27) in dimethylformamide (70 ml) was treated portionwise with sodium hydride (⅙ g of a 60% dispersion in oil), under nitrogen and at room temperature. When effervescence had ceased methyl iodide (6.3 g) was added and the mixture was stirred at room temperature for 2 hours, after which it was partitioned between ethyl acetate and water. The organic phase was separated, then dried over magnesium sulphate and then evaporated to give the title compound (11.5 g) as a pink oil.

後処理

  1. customat room temperature
  2. additionwas added
  3. customafter which it was partitioned between ethyl acetate and water
  4. customThe organic phase was separated
  5. dry with materialdried over magnesium sulphate
  6. customevaporated

出典と根拠

ORDレコード
ord-da2c498bf9dc44d797f26ef8ea60d3f8
出典データセット
uspto-grants-2002_11
特許番号
US06479519B1

反応ノート

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