Water → 5-(N-formyl-N-methylamino-methyl)-2-nitrobenzoic acid methyl ester

HRID 557448ノート

反応式

HRID 557448 の反応式
[CH:1]([N:3]([CH2:5][C:6]1[CH:7]=[CH:8][C:9]([N+:15]([O-:17])=[O:16])=[C:10]([CH:14]=1)[C:11]([OH:13])=[O:12])[CH3:4])=[O:2].[C:18](=O)([O-])[O-].[K+].[K+].CI.O>CN(C)C=O.C(OCC)(=O)C>[CH3:18][O:12][C:11](=[O:13])[C:10]1[CH:14]=[C:6]([CH2:5][N:3]([CH:1]=[O:2])[CH3:4])[CH:7]=[CH:8][C:9]=1[N+:15]([O-:17])=[O:16]

参加物

7

反応物 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 580183265-[[Formyl(methyl)amino]methyl]-2-nitro-benzoic acid

生成物 1

HCID 580183255-(N-formyl-N-methylamino-methyl)-2-nitrobenzoic acid methyl ester収率 124.2%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

There was dissolved, in 6.8 mL of N,N-dimethylformamide, 3.40 g of 5-(N-formyl-N-methylamino-methyl)-2-nitrobenzoic acid, thereafter 3.94 g of potassium carbonate and 1.77 mL of methyl iodide were added to the solution and then the solution was stirred at a temperature ranging from 20 to 30° C. for 4 hours. After the confirmation of the disappearance of the starting material by HPLC, 20.5 mL of water and 34 mL of ethyl acetate were added to the reaction solution. The organic phase was separated from the aqueous phase, followed by the concentration thereof to give 4.47 g of the intended compound as a crude product (oily state).

後処理

  1. customThe organic phase was separated from the aqueous phase
  2. concentrationfollowed by the concentration

出典と根拠

ORDレコード
ord-38a8721a0a7a4e2b89272d27121caf9c
出典データセット
uspto-grants-2011_11
特許番号
US08058432B2

反応ノート

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